Monument Mountain Reviews

The hike up wasn't too challenging, though still good exercise for a walk through the woods. It was a relatively quick and easy way to experience a great view. The top was slightly nerve racking as some of the spots to stand on the rocks are quite small. The nearby 'pulpit' was adventuresome, and scary as it is a straight drop down! I would like to go back in warmer weather and do it again.

We went up the steep trail (Hickey Trail). Didn't thinkw e would make it but we took our time ... the view is worth this hike!! We came down Squaw peak Trail to the Devils Pulpit ... WOW!! Another spectacular view. Then met up with a very easy Indian Monument Trail back to the parking lot.

No matter the age, this is always a wonderful hike. Take your time if you are not in good shape as it is manageable for you going slow. Lots of people love this hike to stay in shape too. The view is gorgeous. Worth the effort for sure.

Not a tough climb to some spectacular views! One or my favorite hikes! Really lovely! Just follow the blue dots on the trees and you're on your way! Hiking shoes advisable!

Monument Mountain in the Southern Berkshires- between the towns of Stockbridge and Great Barrington is a wonderful place to hike in the Spring, Summer and Fall. Good for all ages.

We hiked Monument Mountain in January 2013, and decided to do it again when we were back in the Berkshires in January 2014. It was a beautiful sunny day, but COLD, 11 degrees at the base. It had snowed a few inches the night before, and we were the first to hike the Indian Monument Trail in the new snow. We went to the summit via the Squaw Peak Trail, then descended via the Hickey Trail, for a total hike of about 2.5 miles. Well worth a visit, very nice views at the summit and a beautiful walk in the woods on the way up.

Our B and B owner recommended this hike, and we were delighted with the views from on top. Could be slippery on a wet day, but we were there when it was high and dry. Great moderate hike if you take the non-strenuous route.

Can be a steep hike. Worth the view at the top, but the top can be crowded. Dogs allowed so be aware. Do Not suggest going when there is snow or ice.

Took the more difficult path to the right up to the summit. Hiked with my 2 girls (12 and 15). My 12 year old first real hike. She did great. The path to the left is longer and not steep at all. The boulders at the top need to be climbed to see the vistas at the summit. But a nice hike. Saw lots of other hikers and dogs there. Well worth the 1.5 hours it took to complete the hike. There are no bathrooms, trails are well marked.

My wife and I took a quiet hike once you rose above the adjacent highway. The hike was rigorous with well marked trails and scenic vistas. Very few people on the trail on a nice Saturday morning.

Took the Indian Monument trail up, followed by the peak trail. Trails were well built. Moderate difficulty. Colorful peak view in October. 2-3 hour hiking perfect for beginners.

It's a scenic and effortless drive on the Mass Pike to Stockbridge and then a ways down the road to Monument Mountain. I'm 71 and the hike to the summit is fun, the views at the top are awesome. I suggest you take the short detour to overlook the Devil's Pulpit.

Measured it on Fitbit. Taking the trail to the right you will climb the equivalent of about 90 flights of stairs to get to the top. The view once up there is quite nice. I think the serenity is nicer. Go climb and sit on a rock. Enjoy the view and bring some water.

We are semi-active novice hikers and found the Hickey Trail quite challenging (but manageable). When you face the trails in the parking lot, Hickey Trail goes right (yellow markers, 30 degree climb) and Indian Monument Trail goes left (blue markers, more gradual climb). As we huffed and puffed up Hickey, we truly enjoyed the fresh running water in the brooks we passed, and we even passed a little waterfall (I uploaded a picture). This segment was the best part of the hike for me. Nearer to the summit (Squaw Peak), Hickey Trail forks into Squaw Peak Trail (red markers - you can also choose to avoid the summit, as Hickey also forks back into Indian Monument Trail). My husband liked the resting on the summit (it was spacious enough for the eight or so other parties we encountered up there) but I found the view underwhelming. It’s nice, but there are some trees in the way of a 360 panoramic view and you’re not that high up (~1700 feet). We took Indian Monument Trail on the way back for a more gradual descent (easier on the knees) and to experience the whole trail. I found Indian Monument Trail to be much flatter and kind of boring, actually. It runs by the road for a significant portion, so less in-the-woods than Hickey.

We took 50 minutes to get to the peak (with some rest).

As others have mentioned, the trails are well-marked. Just follow the many colored dots!

Note: The parking lot for Monument Mountain is on Route 7. Putting “Monument Mountain” into the GPS took us in the right general direction but not exactly to the parking lot. I recommend using the GPS to get yourself onto Route 7; once on Route 7, just keep your eyes peeled for the parking lot; it’s hard to miss and is marked by a big sign saying “Monument Mountain.”

if you take the longer trail. Takes about an hour. The view at the top is totally worth it. The volunteer will provide you with a map and is so friendly!

Growing up in Housatonic a hike up to Squaw Peak as well as Flag Rock is just a rite of passage. As I approach my 70th year I thought that I had better make the hike one more time while I was still able! We took the easier trail around the back of Squaw Peak so the first 3/4 of the trek is a manageable incline. The last bit is straight up rock steps that took some time. We stopped and had a snack of apples before reaching the top. It was worth it. There was still come colorful foliage in the valley and on surrounding hills. A great day for a hike, followed by a tasty late lunch at 20 Railroad Street!

My wife and I took the blue trail and part of the red trail to the summit. We are not mountain climbers by any stretch of the imagination, so it provided a modest challenge. We went up the blue trail and part of the red to the first summit. It was a fine fall day and we had a great walk in the woods.

We took the most common route per the map at the parking area. As others have noted there is not a lot of parking and it's $6 to park. We took the yellow trail first, to the red trail, then down the blue trail (see map for length and actual trail names). It is a steep climb in some areas and we did take quite a few photos so it took us longer than most others, around 2hrs and 40mins because we were having fun climbing up rocks and taking pictures. Due to the sharp drop offs and some intense areas I don't recommend taking children on this hike. I'm overweight but active and was able to complete the hike with minimal resting. If you can climb the rock stairs I highly recommend checking out the Devil's Pulpit, it's a stunning view, just be careful as it does have a steep drop off. I wish we could have come later in the fall to see more color in the foliage but all in all it was a great hike.

We used this as a stepping stone for Mount Everett, a more challenging climb.I hike mostly in NH, so the views didn't really seem that great.Still, it was good for the mild effort.We got a little bit lost on the way down, and ended up hiking the entire system except the upper portion of the Indian Monument trail.This would be a great hike for a family with young children staying in Great Barrington, but may be slightly disappointing for a more serious hiker.

This was not the hike we wanted to do - but we didn't have much time, and it was close by. We probably should have guessed from the crowded parking lot that many others had the same idea. We tend to hike in more remote spots, so the number of hikers definitely impacted our ability to enjoy the peace of the woods. The peace of the woods was also impacted by the fact that we hiked first to the left - up the more gradual blue trail...which seems to parallel the road for quite a distance, with the sound of the cars buzzing by. Once into the woods, it was lovely, and the boulder outcroppings are especially nice. There are quite a few scenic views, too, at the top. One thing we did not notice on the map, if it was recorded - is that the trails are color coded - but not by blazes. All of the trails have blue blazes. So we had to re-adjust our thinking, when we began to look for the "red" blazes. Mostly well marked with signs, but a bit confusing at the summit. Definitely would call this a moderate hike - some parts of the trail were easy to maneuver - others were a bit trickier - even for experienced hikers. Not difficult, just not easy. We did the loop in just over 2 hours, with just a few short stops.

this is a great place to picnic and hike ,a beautiful place in the berkshires to spend a day with the family

This was a challenging climb for us as we are not experienced hikers. Yet, it was very doable and fun. Once we reached the top, the views were amazing.
Definitely recommend this for someone who wants to experience hiking in the area. There are trees marked with blue dots throughout the trail so you know you are walking the right way.

One of the best "bang for the buck" hikes in the Southern Berkshires. 25-45 (depending on fitness) semi-strenuous hike up for fantastic views. Gets very crowded but there's a reason for that...

A gorgeous place to admire the nature surrounding us. Calm and peaceful even though next to a highway and a high school. Not too bad of a walk but enough to make me feel the burn! Will definitely be visiting again soon!

Good mid-level hike, if you go the top. The low level walk is also good if you don't want to scale / scramble over the rocks.

A little exercise, but worth every step. The climb up and way down took us an hour more or less. Very accessible by car, $5 parking,

It took us less than 2h to complete this hike, stopping to see the view, take pictures and all. At some point it gets more rocky, but it's not too hard. We went on late fall and there was still plenty of foliage to see from the peak. But the ground was also covered with yellow leaves which was very pretty. If you're on the Berkshires area that's definitely a place I recommend going.

Taking the gentle option, we walked the trail easily to the monument. But to get to the striking views, you need to do a short, steep extension (the red trail) The views are terrific, but only the brave and fit can see them. I could have walked farther and seen more, but it was a little perilous looking. Descending the yellow trail, I hear, allows you to see some beautiful waterfalls. Try a combination of trails for the ascent and descent.

The host at our B&B recommended Monument Mountain for a quick, rigorous late afternoon hike. It was perfect. We climbed the steeper trail, which was a good workout. There were plenty of people on the trail and tons of dogs. A very lively, fun place. And the view from the top (which we reached in less than an hour was pretty impressive. This is not an all-day event but it was ideal for our first afternoon in Stockbridge and helped us work up an appetite for dinner at Theresa's Cafe.

We took the easy trail to the ridge trail, then down the steeper trail. The perfect amount of exercise, not too strenuous but enough to feel a workout. It was great to see so many people out hiking. The views were beautiful, not quite peak foliage but very enjoyable.

This is a great moderate hike about two hours round trip, great view from top on a clear day, unfortunately we hiked it on an overcast day. We will return on a clear day to take in the views.

Challenging and Scenic....Took Hickey Trail to summit. It took two of us with our dog about 35 min to reach inscription rock and another 10 to reach the summit. It is a workout with rocks, boulders and roots to traverse so have to consider footing. Hiking poles might be helpful for those that like to hike with them. Nice vistas in both directions once you reach the summit, which is a series of large boulders. Took us 45 min to descend distance that is approx twice as long as the ascend up the Hickey Trail. Total time for us was 90 min.

climbing the rocks at the top could be challanging for some. took about 2 hours along the long route

Monument Mountain is a 45 minute fairly easy ascent to the top hike with rewarding views of the surrounding countryside. A great spot for a picnic. There are picnic tables near the parking lot. The hike goes up through mixed forest and is wide and heavily used. Good signs, and directions.

3 different trails and views from the top. We took the harder of the 3 up. It's beautiful and is a good workout. The views were pretty although a little bit of a let down when you're looking down on the local school and businesses. I guess I was expecting it to be wooded area?
Overall, it was a good workout and nice hike in nature!

Y’all this is a great mountain ya hear? Super hard but that’s aight. Run it every Thursday now fight me

The trail to the left runs along the road for a stretch and then turns up the mountain. The hike is only mildly challenging and just when you start to get a little tired, the amazing views appear. It started raining on our descent but the canopy of trees kept us from getting totally drenched.

Lovely mountain walk, dramatic scenery, well worth a couple of morning hours. Lovingly maintained - a good feeling to the place - especially around Devil's Pulpit at the top.

The trails here are exceptionally maintained and marked, with freshly painted blazes and wayfinder signs at trail "intersections." We took the Hickey trail, which is indeed a strenuous hike but manageable even for relatively inexperienced hikers. There's a bit of rock hopping at the summit of the Squaw Run trail -- but the view is lovely. The Hawthorne/Melville history adds another interesting dimension to your outing.

This hike took us 1 hour round trip (total of 2.75 miles according to our GPS). We even enjoyed the views on a foggy/drizzly day and I’m sure they’re even better on a clear day!

Beautiful view. Several hiking trails. Worth the effort to go up the mountain to see the view. Crowded in the summer.

Our group of 8 senior hikers did this hike in a couple hours as a "warm up" for our week of hiking in the area. Well, it is more than a warm up, quite steep in several places, so plan on it as a real hike! The views made it all so worth while!

This is not for the faint of heart. It is not a difficult hike, but there are stretches that I would say are moderate. We had a lovely view of the sunset from the top, though we were stressing it getting back to the parking lot before dark so we took the easier and shorter route back, which meant we didn't get to do the loop. I'd like to come back and do the loop next time. New: They charge for parking in the lot, credit cards accepted only. I only had cash so didn't pay and didn't get a ticket.

Wonderful hike a few minute's drive from Stockbridge. You'll be rewarded with views for miles in every direction. The trail was in good condition, and there was some moderate climbing involved.

This was almost the perfect winter hike on a clear day. Taking the blue trail to the left of the parking lot we went parallel to the road longer than we expected but then turned into the woods with a gradual ascent that became briefly steep toward the end as we joined the red trail up to pulpit rock. Then along the ridge to another lookout at squaw peak and back down via incription rock to the yellow/orange trail for a quicker descent. Spectacular views and lovely walking through the snow-covered woods. Hiking boots--or boots of some sort-- are a must but the trail was well-enough packed so no need for snowshoes or spikes. It is slippery in spots so that poles might be helpful (went down some sections on our butts) but safe enough if navigated with care (and occasional handholds with a nearby tree.)
A stop in Housatonic at the nearby Berkshire Bakery on the way home made a good end to the trip.

My family of 6 (kids 11, 9, 7, 3) all made it to the summit! The views were fabulous. The hike was about 3 miles round trip. It was a challenge for my youngest but he made it. $5 parking kiosk at the base. The lot fills up fast on the weekends, so get there early.

My friends and I wanted a quick morning hike after we attended a wedding in Lenox the night before. This was perfect!! We took the Indian trail and we are all in pretty good shape and a bit speedy so it was probably an hour and a half up and down (3 miles). Good amount of easy walking and stomping over rocks. When you get to the top i was a little confused about where to go so we ended up some steep rocks, but there were kids climbing up as well. Otherwise everything is really well marked. Views were beautiful as well. This was a perfect hike for what we were looking for that day.

Found this place pretty easily on the way back to our B&B. You have to pay $5 for parking, and use a debit or credit card, no facility for cash. Also, no bathrooms. Three different trails; we took the blue trail until we came to the red trail (Squaw Trail) that led up to the best views. It is a bit rocky near the top, but was doable for us (we are in our 60s and in pretty good shape). We went down the red trail in the opposite direction until we found the blue trail again and took a leisurely walk down. Even though it was windy and getting cloudy, we enjoyed it very much. In the fall it must be spectacular.

This mountain is only two miles from Fairfield Inn & Suites Hotel.
We park our car and take easy hike. We took longer loop. I rec amend any body to hike!!!!!!!!!!!!!!!!!!!

My wife and I hiked up to the peak via both the blue and red trails, then down via the red (first) and blue (second) trails. We started hiking about 1045 and the trailhead was quite foggy. We had clear skies once we reached the top - very nice photos. A member of the Trustees greeted us upon arrival to the parking area - very helpful. We're thankful we had a nice sunny day for this venue!

Took the train up. It was great perfect amount of time. Pricey. 100$ per person.

Snow on the top. Lots of fun and great pictures

There seemed to be two paths up, we heard later that we had taken the steeper (more difficult) way. Still, it was worth it, great views!

The hike up Monument Mountain is steep and rocky, but short; and the view is unquestionably worthwhile. There are 3 routes:

A) Turn south (left) from the parking lot and go up the 1.5-mile Indian Monument trail, then continue up the Squaw Peak trail to approach the summit from the north.
B) Go up the Indian Monument Trail, then turn right onto Squaw Peak trail to approach the summit from the south.
C) Turn north (right) from the parking lot and go up the .8-mile Hickey Trail, then turn onto the Squaw Peak Trail to approach the summit from the north.

We like option B, as it provides better views along the way and is not as steep as option C. Either way, you can go down a different route to make a nice loop.

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I went on a beautiful spring Saturday and there were a lot of people on the trails. There are two trails up and down. One way requires a little scramboing, the other takes a few extra minutes. Both are lovely. You don't have to be in particularly good shape to do this hike.

This is a beautiful hike. Takes about 2 hours round trip. The views from the summit are spectacular. Anyone here who says the views aren’t great clearly did not look at the trail map properly and actually reach the summit!

This is one of my favourite hikes. There is a trail for every level of hiker no matter the age. And when I say for all ages I mean all ages. My nephew did it starting at the age of two, and now at the age of 8 he has been to the top a couple of times. My grandmother even made the hike with us before. All trails lead to the top for a great view of the valley below. I have done this hike hundreds of times since I was a little girl and it will always be one of the best. I grew up with the legends and stories of the mountain. I always recommend this if you want a day hike.

Fairly long, but relatively easy hike. Great views from several areas. I would definitely suggest doing the "more difficult" version of the hike, because it's not SUPER intense, although definitely a lot more steep, but it's enjoyable. I loved seeing the huge chunks of rock that had fallen off the face of the mountain, and climbing over every possible surface I could reach. Devil's Pulpit is really neat as well.

I've hiked this many times with family and friends, but today I decided to run it (ok, I power hiked the steepest parts on the way up). Including spending a minute at the top (had to take a selfie to prove I was there!), it took me 31 minutes round trip -- not bad for a 49-year-old-in-the-midst-of-a-midlife-crisis-trying-to-prove-he's-still-young! Regardless of how fast you go, it's a beautiful hike -- about 2.5 miles round trip and 720 feet of vertical. Enjoy!

Due to the weather & trampled snow the difficult route to the top was slippery.
Ice grippers recommended.
Views were worth it.
Fun, short hike.

The trails are well marked. The path was steep but not too strenuous. We were rewarded with great views. Trip takes a couple of hours start to finish.

We hiked the Hickey - Peekawso - Mohican route which was a very steep incline for about 30 mins, then a bit of scrambling up to the summit to take in the fall foliage views, about 45 minutes in total to this point. We came back to Inscription Rock, not wanting to go any further along Peekawso as it looked too dangerous, there are signs saying serious injuries and deaths have occurred on the trail, frightening enough to put me off. The Mohican Trail down to the car park was a gentle descent of another 45 minutes.
This route is best done this way round as I really wouldn’t want to walk down Hickey. There is a $6 parking fee, take water and wear proper walking shoes/boots and you need to be fit!

We drove out to Great Barrington over the weekend for a hike up the Monument Mountain. It was ~2 hours to get there from Boston. My wife and I have hiked many mountains in the past and the Monument is definitely doable for beginners if you're just starting out. We started up the Hickey Trail, then onto the Squaw Peak and Devil's Pulpit and then finally down the Indian Monument Trail. Some say that the Hickey Trail is difficult, but it's really not. We brought our dog (Samoyed) and he was able to go up to every spot with us (some areas where there were big rocks were a bit more difficult, but he braved through it!). There were maybe 2 or 3 other dog owners and all were very friendly. Overall, it was a great hike, an easy one I'd say.

Note: there is a $5 parking fee. There was also a nice gentlemen around offering to give information to those first-timers at the mountain.

In town for one night to take in Stockbridge, we ended up at the Briarcliff Motel just down the road from this site. We woke up, and hit the trails for our first hike of the trip. We did the Hickey-Peeskawso Peak-Mohican loop, 2.6 miles total. 2 hours duration. Parts are very steep and bumpy throughout, I was glad I was wearing really good shoes.

We have done this hike many times. It is a great workout, steep but not too steep, with a great view at the end. At a good pace with a rest on top, it should take about two hours. The hike is so pretty that one can do it again and again and never get bored.

A one mile fairly strenuous hike takes you up to the summit where Melville and Bryant met for a picnic many years ago. Great 360 degree view from the summit. Watch for crowds. It is very busy on weekends.

We took the yellow-blazed trail on the way up and then the blue-blazed trail on the way down. Yellow trail definitely more rugged and felt like a hike. We did it on a really humid day but there was plentiful shade and a nice breeze throughout the hike up hill. Amazing views from the top! People should do this at their own pace but my group finished the loop in about an hour. You will probably share the summit with others but that just speaks to the accessibility and views from the top!!!

We traversed the whole thing, it was 7.5 miles and the view from flag rock was the best. Went to both top spots. No bugs and the weather was good.

From hiking the area, I experienced why Monument Mountain was the subject of art and literature for Bryant, Hawthorne and Melville. The Scenic Views for edges of the mountain are breathtaking. Enjoy and cherish the moments along the trails.

Be prepared to climb on a few boulders at the top, for the best views. As my knees are not fond of a steep descent we found climbing the steep side and coming down on the gentle side perfect. The signs at the base clearly mark the trails and the blazes were easy to follow.

We went on this trail in mid May. The weather was beautiful. Not too hot and no bugs! The climb was not too strenuous and the surroundings and views were spectacular. It was not too busy so there was a sense of solitude. Take note that there are no washroom facilities available, even in the parking area so go with an empty bladder! This is a great outing even with children. They might even see some snakes. We did!

One word. Beautiful. Take a moment and enjoy the natural beauty. It was so peaceful and the crisp fall air was a welcome treat. We will come back when we have more time to hike the other trail.

Have hiked the blue and yellow trail. Pleasant walks but no real views. This time determined to climb the red (Squaw Peak). Followed the marker from the lower blue trail. Went up well at start then got confusing. Several forks with no marking as to which to take. Then, suddenly I was on the blue trail again! Followed that till the end and started back on the red trail. Again, several forks without marks. After several false leads came to a fork with a red dot behind so I knew I was on the right path but one fork led to a dead end the other to a rock out-cropping which had a lot of ice splits at the back. I didn't trust them to hold my 200+ weight without shearing. There were some great views from the part I took.

A gem no doubt, I recommend this hike for just about everyone except those on wheelchairs. With something for everyone, there is an easy route a moderate route with a hike along the top that will get your heart pumping. It was packed on Saturday so come early. Hint: pay for parking before you go - I missed it completely and found a note on my car gently reminding me of my financial obligation to pay- nice touch. I promptly and happily paid my 5 bucks at the kiosk. With the fall foliage, you’d have an even better experience if you go now, but would be a great hike anytime.

We visit regularly. Love the hiking. Paths are well marked and signage at the bottom lets you choose your difficulty. Free parking, picnicking and pets welcome. Great family fun.

We did this hike, based on the info we had that said the hike was 1 1/2 miles each way. When we got to the trailhead, there were three trails to choose from. The longest and easiest trail was the blue trail. No other descriptions were given. As we found out, the distances were not described accurately for each trail, meaning that choices of which trail taken adds up to different distances. In addition, the red trail was difficult, requiring a lot of rock climbing. It was not a problem for us, but someone not so prepared would have a hard time on the red trail.
It is easy to provide signage, and I hope they improve on theirs.

We (49, 42 and 12 years old) climbed Monument Mountain in April 2009. Weather was perfect for hiking - 60's and sunny. This is an excellent hike - great for kids and semi out-of-shape adults who like to climb mountains. It took us about 2 hours to climb Hickey trail -> Squaw peak trail-> Indian Monument Trail. Very scenic - make sure you walk the Hickey trail in one of the legs of the hike - that is beautiful - it criss-crosses a stream and there is a small waterfall. Great views - especially at the peak. I hope to climb this mountain again in the future.

Our friends recommended this to us. We followed the well marked blue trail up to the top and then took the red trail up to the peak where large boulders and rock shelves allow you privacy and nice views. This starts out as a moderate hike but becomes rather challenging at the top. Just the right amount of time..about an hour and a half round trip.

Maybe considered "easy" to veteran hikers, we found the "steep" trail to be challenging with lots of ascent up rocky trails. But there were plenty of places to stop and look around, and the view from the top was great. The easier trail was definitely less strenuous (we chose to take this down).
A nice loop hike to get you back where you started, and see some beautiful scenery.

With the two trail options - the longer moderate incline and the shorter steeper hike - anyone in decent shape should find this hike easy but satisfying. We're experienced hikers and we find the Indian trail on the way up to be boring but the Hickey trail up to Squaw Peak then down Indian trail we like. Squaw peak is very cool. In the Fall time the foliage at the top is great and in the spring you can see flowing water and little waterfalls on the Hickey trail. I hiked this 8 months pregnant and then again today with my 1 year old daughter on my back! It's a great trail worth trying which may be challenging for some but doable. With the necessary precautions like good nonslip hiking shoes, bringing snacks and water and knowing your abilities, you should have fun. We like eating in Great Barrington after the hike.

My husband and I took this trail yesterday. We are both a bit out of shape. We took the longer less strenuous trail up, then Squaw Peak across the summit. Views are beautiful and the trail is well maintained and marked. We got our courage up and took the more difficult trail down. If I lived here, I would hike this many times a year. I bet fall is amazing!

Very nice scenic hike in great Barrington. Went on a Sunday parking was limited. The variety of trails from easy to strenuous. Good nature hike

Go 'right' for an amazing workout! Beautiful views from the top of the mountains. One of our favorite hikes in the area.

Wonderful hike for a few hour day hike to the summit for great views. Take red route for best vista.

The "easy" trail is difficult because of tree roots and rocks in the path - hard on people with bad ankles, knees or balance. It was, however, pretty smooth compared to the parking lot, which severely challenged my car's suspension. Beautiful view up the mountain, but not a great experience overall.

I chose the blue Monument trail and was surprised a bit by how rocky it was (since I'd heard how it was a former carriage road), but that was just the first .4, after that it was fantastic! A nice smooth gently climbing trail up to the junction with Squaw peak trail. After that it gets steep and rocky again but the view is work it. 3.3 miles road trip.

Rich with literary and historical significance, this hike was moderate at times but the view at the top encompasses all of the berkshires. Not too tough for preteens or seniors.

This hike is a very short hike with beautiful 360 degree views at the top! It seems very popular but was not over crowded. There are a few different trails you can take to the top with varying degrees of difficulty. The trails are well maintained and marked with exception of one spot at the top of the squam trail.

I recommend this hike to experienced hikers. Hiking shoes help with footholds along the rough and rocky terrain. Saw many visitors with mere sneakers. Loved the boulders and rocks (granite?) along the route. It really takes a couple of hours to hike up and back this 2 mile route with the elevation, so give yourself time. The view at the top wasn't magnificent, but it was worth getting there. Also, was disappointed that there were no portable toilets at this attraction, so plan accordingly before the 2 hour hike.

There is adequate parking in the lot right off the road. You have to pay $5.00 to park and get the ticket at a machine. There are no bathroom facilities on the property that we saw.
We took the Blue trail (1.8 miles) up the mountain which was the least strenuous of the trails offered. The beginning of the trail is close to the road and so you don't hear the quiet of the woods, but rod noise instead. As the trail got higher in elevation and we were deeper into the woods the road noise disappeared. The trail was easy with some rocky parts along the way.
Once we were on the top we were surprised not to have much of a view of the surrounding mountains. We took the yellow trail down which was quite rocky in parts, but about half the distance as the blue trail.
There were families with dogs on the trails that we passed along the way.

The mountain is easily accessable. Has multiple trails and is a fairly quick hike. Ametuers and new hikers wouldnt have trouble. This place is cool.

Just off highway with ample parking adjacent to trailhead. Trek to the peak for energetic exprienced hikers. Parts of trail are tricky and steep. Easier walks are available for the less adveturesome and older or less agile visitors. Hiking boots recommended. You will feel every stone in sneakers. Sandals or flip flops a no-no.

this was a fun hike. Be prepared with hiking shoes or boots. There are some steep areas, especially at the top where you will do some climbing. Not a lot but you will use your hands a few times getting over the Boulders on top. 1.6 miles. Great view.

Getting to the top of Monument Mountain can be short and steep or a gradual walk on an old logging road. From the top of Squaw Peak the view is almost 360 degrees encompassing Mount Greylock to the north, neighboring New York State to the west and the Litchfield hills in Connecticut to the south. On a clear day you can just imagine yourself at the top of the world.

Wonderful place to go hike on a sunny day. Great to run up! The view at the top is incredible. You can see the regional high school and many houses and beautiful fields in the area. You can also see the regional elementary school and ponds in the area. The hike is a medium intensity hike.

It was quiet and peaceful and a bit of a challenge going up. But we found the monument and it was satisfying for the boys (ages 10, 7, 4). Took the easier way down the carriage road path. But very rocky near the end of that path.

The climb is not too challenging. It takes about 45 min at a moderate pace and the view is great. On a pleasant weekend you will find dozens of other hikers.

I've only made it up this mountain once, it does have a somewhat steep incline (possibly just the trail I took).. but once you get up there, it's incredible, the views are worth it.

Very steep but well worth the hike with great views of the town and fall foliage. I recommend it to everyone of all ages except young children and the elderly.

Great rails. Well marked. Challenging but not too much. Great for dogs, kids and families. Limited parking so get there early.

I've been to this hiking venue several times. The hike up to the summit is about 1.5 miles and you can take another trail down the mountain. We saw lots of Mountain Laurel, in full bloom, the nicest I've seen anywhere. The trails are steep in some sections so I would not call this an easy hike. Total hike time is about two hours, if you take your time and rest at the top (highly recommended!)

Monument Mountain is a relatively easy hike round trip with a beautiful view of Massachusetts. We took the blue trail up and the yellow trail down. The yellow trail seemed to be a little more technical. If you're able, definitely take the red dots to the top. It's rocky, but go slow and enjoy the views at the Summit. All and all, it's about 90 minutes round trip.

Very close to town, and accessible by car.
Great to hike in most weather (not great with ice as parts are steep).
Pretty crowded on weekends and holidays in the summer.
Clean!
Fun to hike barefoot!!

Just challenging enough. The directions on the app takes you to 82 Railroad St ( this is the middle of town ) and we had to turn around and drive 4 miles back to the monument trail which is located across from the Monument High school. Trails in some areas are rocky and steep. No facilities. I would go again.

This was a well marked trail and I felt safe hiking alone. It was visited by many on the weekend and I met people along the trail which was comforting. The incline was a good work out and the view was worth the hike up. Nice water feature on the way down. 3 trails options to choose from.

Beautiful hike. Went up orange (yellow) Hickey Trail to red to blue. About an hour and a half. Pretty good workout. Views great from the red trail. Not too crowded early on a Saturday (parking lot full by the time we returned.) Brewery right down the road.

If you are interested in a short walk after a long day in the car this is the place. 4 miles round trip. Great views from the top.

Not a bad hike, but it does get repetitive after a while, all the hikes. Up down up down slippery rocks another dog not on a leash.

Fairly easy hike to a magnificent view....enjoyed seeing turkey vultures flying at eye level when we were at devils pulpit... Very cool.....

Nice hike with great views, changing terrain, cliffs, cooling forrest, rocks, even some history lesson learned. Definitely a recommendation!

This is an excellent hike up to the summit - there are options re the degree of difficulty or steepness of one's ascent or descent, but it is worth it. The view at the top is excellent and we should have packed a lunch.

I wanted to do something challenging I had not done in years, besides-- well never mind, so I decided to go to the top of the mountain. The first 10 minutes was a gradual incline no problem and the trail was easily discernible.
Then nature called and didn't answer immediately because I'd be up and back down in no time, it was an easy hike. Fifteen or twenty minutes into the trail markings became harder to find and the gradual incline was no more. Now, I'm becoming winded on this trail which was not as easy as it seemed.
Multiple times I actually had to stop and sit down to catch my breath, on this easy trail? I actually had to stop multiple times within maybe five minutes to catch my breath. By now some couple was passing me, they came out of nowhere. I was thinking I'd keep up with them to make it easier to stay on the trail. It wasn't long until I sat down AGAIN.
The thought went through my mind I'd be hollering at dusk hoping for someone to hear me and lead me down. A group headed down told me I had about a half mile to the top. I finally did make it and the struggles were rewarded with memories, photos and alot of satisfaction!
Just do it!

Loved walking right over to it from Briarcliff Motel! It took about 2 hours, lots of pink blooming mountain laurel. Lots of up hill too! Beautiful views, good trail map.

Well marked trails through the mountain. If you go blue to yellow trail it's not much more than a stroll through the woods. But if you go blue to red to yellow you add so much more. Red trail adds such a beautiful view but it is very strenuous. At 60 yrs. old I made it and the view was well worth it. When you reach the end you will be able to tell family and friends that you climbed a mountain.

Great hike with spectacular views. Lots of ways to get up and down this mountain. High return of your effort. Worth the hour and a half to hike it. ~

My best friend and I took our husbands (non-hikers) on this relatively short hike (by our standards). We started on Hickey trail, (steep climb all the way up), switched to the Squaw Peak trail at the top to see the views then took the third trail down, altogether about and hour and half. Good way to start the day.

It was a lovely three hour hike, even with the masks, we did climb pretty high. With our tiny poodles, it was a bit harder. We enjoyed our Berkshire experience and would love to return.

Great hike! Fairly easy climb, there is a scramble to the top over rocks, but nothing you need gear for! The view is spectacular and the trails were clean and very clearly marked! Took about two hours or so to complete. Saw people of all ages!

Hiked the Indian Trail easy to moderate terrain, other trails more challenging but great views make the effort worth it.

Easy to get to and accessible for most fitness levels. Parking is available right in front of the trail access. If you've got young kids or friends who want some outdoor activity but maybe aren't in highly athletic condition, this would be a great idea

Very nice hike once you get away from the noise of Route 7. There are some spots that are steep,, but manageable

We were visiting the Berkshires area for the first time and I came across Monument Mountain as an option for a nice hike. We were not disappointed. We took the gentler ascent from the car park, turning off at the Squaw Peak trail and then came down via the steeper Hickey Trail. The peak trail has some steeper rocky parts along the way but nothing too challenging. The views from the top were lovely.

Overall the hike took us 2 hours at a fairly gentle pace. Be aware that parking costs $5 for the day. The machines do accept credit cards.

There are 3 trails. We did all of them. Hiking shoes are highly recommended as the terrain is very rough. I would suggest bringing water as well. The hike takes you up and down the 1600+ ft. Mountain. The trail at the top had a few areas that were very challenging if you are afraid of heights. Deep cliffs with narrow paths. Some areas of the paths are actually climbing over and around big rocks.We enjoyed our day there. No bathrooms on site but there is a gas station down the road.

Nice hike done it many times as a kid and adult. Always great. Any season. Nice views. Be in some kind of shape

I have been climbing Monument Mountain the top since I was young, I used to go with my dad when I was young. A bit of a hike but it's always met with such a rewarding view! absolutely stunning! would reccomend for anyone who is looking for an incredible view. (Would also recommend Pittsfield state park for the highest peak in western MA+ great camp spots) win win

I visited here the middle of October when the trees were turning colors.

The trail to the top gives you an option of Moderate or Difficult depending on how quick you want to gain elevation. The trails are well marked and the views from the top of Squaw Peak Trail are stunning.

Be sure to wear hiking or sports shoes since the trail has places where the rocks are a little slippery and the slop is steep at times.

There is self pay parking that you need to pay $5 to help support the maintenance of the park. It prints a receipt that you put on your dash.

We live locally and do alot of hiking. Fall is a wonderful time to hike Monument Mountain - the views will not disappoint.

Our aim had been to see the "Fall" leaves but we timed our trip from the UK slightly too early. However the walk up to Squaw Peak was fine, if shaded.
Once you get there, there are massive boulders to clamber up and get virtually 360 degree horizon-to-horizon views.
You do need to be nimble to get up there. Yes it is a hike, not a climb, but there are rocks to clamber over and steep gradients to overcome.
Trails are all well laid out/signed. If you do miss your way, it's easily recovered.
Allow 3 to 4 hours.

I've hiked up Monument Mountain twice now, approaching the peak from different sides each time, and all I can say is the trails and the views are spectacular. The Hickey Trail (to the right of the parking lot) is more strenuous in nature, but still not that bad and has a nice little stream and waterfall along the path. The Squaw Peak Trail and Devil's Pulpit offer amazing views down into the valleys on either side and across into New York.
If you enjoy hiking and you're in the Berkshires, you definitely need experience Monument Mountain.

This was a beautiful hike. Started with staff at the entrance - well informed and helped us determine the best trail for us to take give our fitness (or lack thereof) levels. Started out alongside the road, but after the first 8-10 minutes, you turn into/up the mountain and truly feel immersed in nature. One section was a little tough - going down was worse than going up. Hiking shoes a must in the fall after a rain - the leaves were slippery on the descent...

need good walking shoes and a bit of care on a rocky ascent but well worth it.recommend going up on the steeper rote ,squaw trail and down on the yellow marked trail ..much easier descent.

I am a novice hiker and not in good shape and this was a challenge. We took Hickey Trail up (steeper climb) to the top then Indian Trail down (flatter trail). I find it easier to climb up steep trails rather than descend them. Trails are quite rocky and all the autumn leaves can be slippery.
The last segment to get to the top is kind of hard, but the views are very nice. There is no signage at the top which was disappointing. If we hadn't asked someone, we wouldn't have known that we had to shimmy across the top of the mountain to get to the other side to descend Indian Trail. I was scared on the rocks at the very top, and you have to basically walk across a narrow ledge to get to the other side. Honestly, I don't know that I would do it again because of that.
The good part is that we were done in 2.5-3 hours, spending a bit of time at the top.

This is a beautiful walk - not too strenuous. I highly recommend it. It is popular so can get busy. But we did the walk early one morning on a weekday and almost had it to ourselves. The view from the top is magnificent.

Great family hike. Not that difficult of a hike and has great views from the summit. There is an easy trail that circles around the backside then 2 others that are a little steeper. There is a rock summit with lots of places to lounge and take in the view.

We went up Hickey train and came down Indian Monument. It is moderately difficult and gets more difficult with rocks at the top.

This hike was challenging and yet rewarding--- it took us almost 3 hours to go from the top to the bottom, but we stopped a few times to rest! A true hike! Great views at the top as well!

Gorgeous place. Well maintained trails. Easy to follow. Awesome views. Gets busy in the middle of the day. It is rocky and steep in some parts. Be prepared to climb! We did the Indian Mountain trail and followed the Squaw Peak trail from there. After reaching the top, we went back down the way we came up.

Easy to find, clearly-marked trails, and not too strenuous. A great hike for those that don't want to go crazy with a ton of equipment. Good for kids, too, even though we didn't have ours with us. Good views from the top, and no worries about getting lost since there are maps posted in the woods, too. Fun for experienced hikers, and can be done by casual hikers too. You can go up the steep so or the gradual side, so you can choose how much exercise you get.

My husband and I hiked up Monument Mountain. We are active seniors in good shape. The hike is about 3 miles round trip and moderately strenuous due to rocks and tree roots you must watch for as you climb. We spent about 2 1/2 hours there including some stops on the way up to catch my breath and 15 minutes at the top to take pictures and enjoy the beautiful scenery. It was a very enjoyable morning.

We hike this mountain every day. We go up the front of the mountain, enjoy the view and relax - takes about 25 minutes. Then we hike down the back side for more of a meandering walk. Easy parking, wonderful trails, beautifully maintained by the Trustees of the Reservation. Enjoy!

We are 60+ and today we did this hike. Started on the Hickey Trail and at what seemed longer than the advertised 0.8 miles we met the Trail to the viewing sites. Then joined the easier trail back to the car park. Many thanks to the guy at the start who let us use walking poles. They were a God sent for us. A good workout. It was a shame that the visibility was not too good today. We meet a couple from Long Island and walked the last half together. Some sections were challenging and others were easy.

wonderful 2.5 hours to the top and back. I think we may have taken a little detour, but it was terrific. just challenging enough. good for all ages.

A nice hike up the mountain. We went up the Hickey trail, crossed the peak using Squaw Peak, and went down using Indian Monument. There were nice views at the top, a nice stream to photograph, and wildlife to enjoy.

At my age, 66, climb by the so-called easy route was quite a challenge, but definitely worth the struggle. Views on S-P trail were great.

Nice for a day away to explore and hike! Great scenic views as well and lots to see, do and explore!

The mountain is a nice place to go on a day off or to let the dogs off the leashes. It’s not too packed on a normal day but sometimes it’s hard to park on a day off or hot summer day. The view from the top is absolutely amazing, you can see the schools and the town. You now need a pass to get in which costs money but I understand that there doing that to help the mountain be clean and organized. I hope you go in the mountain to check it out or just too get exercise.

Beautiful pay off at the top -- two trails, one quite strenuous, the other a bit more leisurely (and frankly somewhat buggy). Allow at least 2 hours round trip to give yourself some time at the top.

My husband and I hiked up Monument Mtn on a clear, brisk winter day so I thought we'd have good views given what others had said. Many of the viewpoints were obscured by trees, even in late Dec. When we could see out, the views weren't that interesting. The hike was fine, just nothing special.

Short and fairly easy hike to the top. A few small parts are steep. Great views and nice places to sit and enjoy lunch.
Seems to be many people with dogs. Some do not control them.
Well worth the time.

We hiked the entire trail and the trip up to the top was challenging and beautiful. Picturesque waterfalls and a fantastic view at the top.

good to get a little exercise and hear the birds chirping! moderate climb unless you take the steep trail.

Well worth the almost 3 hour hike round trip. The views up top were amazing. We could see a profile on one of the rocks that resembled The Old Man In The Mountain.We actually saw a football game going on below.

Hiked with 4 kids aged 7-9. There are several routes to choose from. The hike itself was fairly simple and not that long a trip to the top of the mountain. The views from the top are great but it is a touch challenging to get to the top rock, so don't think you can just mosey on up there.

Nice walk, even if given the time of the year I visited it was most buggy place ever. Mosquitos everywhere, even in my mouth!

Lovely. Some strenuous bits if you are going to the top so consider your fitness level, and bring some water. Entire loop took about 3 hours, was a great hike. Bring your camera

Lots of locals do this hike often. It's an easy workout with a great view at the top. Any season is good with a little caution. Beautiful in the fall... a gem. There are two ways to go but take the most direct and easy way up and stay a while to sit on the rocks at the top.. soak in the sun and admire the view.

We thoroughly enjoyed a late summer hike up Monument Mountain. To see more of the landscape, we took the more difficult trail up (to the right from the parking lot) and the more leisurely trail down. Views at the top were spectacular.
It should be noted that there is a charge for parking, except for Trustees members. There are also no bathrooms on-site as far as we could tell. Bring some water along.

There are 2 ways up to the top. The shorter (and therefore steeper) one is not terribly difficult; all my grandchildren have done it at 4 years old. But make sure you go down the longer way, and take the shortcut to the devil's tower. You can't see it from the road, and it's pretty spectacular.

There are no sanitary facilities, so take care of that before you get there.

As I said, quick hike with great views ;-) There are several trails up/down for different ability levels. Check out Inscription Rock!

First ever hike with my family visiting for the weekend. Three trails, we had our 4.5 year old daughter to opted for the easy trail going up and took half of the more difficult red trail going down. Great views from the top. Took us 2 hours because we had to rest a few times. Bring water and bug spray. Recommend for a fun family adventure! Also directly across the street from the briarcliff motel so easy access if you are staying there!

While visiting family in Connecticut, we decided to take a trip west towards Route 7 which brought us through a bucolic area of Connecticut and Massachusetts. We took a couple of days to visit western Connecticut - Goshen was one of our favorite places, and the Berkshires, where we found historic sites, organic farms and healthy restaurants, holistic yoga and wellness centers and some beautiful artists, farmers and landscapes. Monument Mountain became our base in the Berkshires where each town was reachable with a short drive. Friendly knowledgeable locales pointed us to the best places for hiking, swimming, dining and relaxing in the fresh mountain air. This fit our late summer needs. We will plan to return next fall to view it all within the magnificent colors of autumn.

Early June, beautiful mid-week day. Hiked up the Carriage Road trail to Inscription Rock and to the peak on Squaw peak trail, then continuing on Squaw Peak trail back to the Carriage Road trail and the parking area. Great views from the top. Only 6 other hikers encountered, one of which had two dogs. Wildlife included the usual squirrel and chipmunks,,,,AND....not one, not two, but THREE BEARS. No cubs, thankfully. I waited two out until they were gone and apparently they never saw me. Starting to move on then, I saw the third one and he (or she) was looking directly at me. Fortunately, he (or she) shied away. A few tense moments before that move, however. This was on the carriage road trail near the southern most end of the mountain not too far from the last sharp bend that leads back to the parking lot.

A fabulous hike for all ages even though there are a few short steep sections so it isn't considered an easy hike. You can avoid the "summit" which requires a short, steep section and scrambling up boulders, by walking the easy way around (take the trail to the left). Wear good sneakers or hiking boots. Beautiful views from the top. It gets really crowded on a nice spring/summer/fall day so go early and avoid weekends. It's fabulous in the winter (although parking is very limited and snow tires a good idea) - wear sturdy snow boats and/or snow shoes; also helpful to walk with hiking or ski poles. You can do the loop in under an hour but leave time to enjoy the view at the top.

Start with the yellow track go on the red one for the lookout which is amazing during indian summer. And go back on the blue track. If you have the possibility look at the sunset from the lookout.

The first time I hiked Monument I was hung over and not in my best form. I made it to the top. I was tired but I made it. I've been back many time since and always enjoy the experience. There are several trails and they're well marked. If you've got little ones or aren't in good shape just make sure you take the easiest trail. I did have to turn back once on a more challenging path. Making it to the top and seeing the tower is a great reward. Definitely don't miss this.

The trail was well marked. Once you left the parking lot, the noise of the road totally disappeared. The trail was steep but worth the climb to the top. There is some climbing over rocks to get to the top which could be a little intimidating to the novice hiker. View at the top was beautiful. If you are looking for a short hike but good work out, this one is perfect.

Hike to the top might not be for the elderly, many rocks,some climbing, some parts of the trail may be on cliff edges.

My husband and I stopped for a short hike before lunch. We took the easiest trail. Another reviewer had commented that it isn't "easy" and I would agree that the boulders and roots that are part of this trail would make it a challenge for someone who might be having balance issues. That said, the trail was well-marked and there was lots of beauty to observe: dappled light, moss covered logs and lots of various colored mushrooms. I was enchanted.

Had a great morning on Monument Mtn. Climbed up the left side and down the right(tougher) side. Beautiful weather, gorgeous views...just takes about 2 hours!

Trails are well marked. Views from Devil's Pulpit and Squaw Peak are breathtaking. Hike is vigorous but not too bad for anyone on halfway decent physical condition. $5 parking charge at a credit card swipe machine, so be sure to bring plastic.

We completed this hike with three children – five year old, three-year-old and an infant in our backpack hiker. There are three trails to choose from and my suggestion , after talking to local residents on the trail,is to take the easy trail up with the young children and the medium trail on the way back down. The kids had a few meltdowns but overall did very very well. Hug the rocks at the top and go around the backside to the right and keep an eye on the children -often times with one hand. But it is doable with young children as long as they're a little bit experienced hikers. Kids love the view!

Went on a one hour hike that lasted three hours. Very steep and challenging but fun. Just be prepared and TAKE YOUR TIME. Trails are steep and winding but very well marked. Wear hiking or walking shoes and bring a sturdy walking stick. Finished tired but in a good way.

One of my favorites. though it is starting to get a little too much exposure. parking in the weekends in the summer can be challenging and crowded. Try Olivias Overlook and Ice Glenn right up the road

But, they nail you for a $5 parking fee which is not easily disclosed. Would do it again but for the parking fee which takes the edge off the pleasure of being part of the great outdoors.

Well-marked trails with color-coded blazes painted on tree trunks along the way. Easy to follow trails. Family friendly. Highly recommend Devils Pulpit for breathtaking views all around! As a solo female hiker I felt very safe since this popular spot has many hikers who say hello in passing. A beautiful and peaceful experience!

We did this hike with our 5 year old daughter. There are three different paths - easiest, medium and difficult (we are not experienced hikers). All the paths converge toward the top so you have to climb a few rocks to get there. The views are gorgeous at the top.

Didn't climb it this latest trip, but have done so twice and always liked it. A neat view; and if it was good enough for Thoreau and Hawthorne . . . .

Nice hike. No view. Five dollars to park which is not listed and no rest rooms. Better free places to hike.

Easy hikes, more difficult options for those inclined. Gorgeous views from several locations. Trails are well marked and maintained. Highly recommend.

Excellent hiking trails which are all well posted. Natural trails but still family friendly and beautiful views from the top.

This trail system makes a loop around Monument Mountain. I headed south on the trail and followed the carriage road up to the fork label Indian Trail in on direction and STEEP in the other direction.

I followed the STEEP trail and it was a relatively difficult ascent to Squawk Peak in some places. In fact, at one point on the trail I had to do a bit of climbing up a rock ledge using a thin tree that was available to get to next level.

The STEEP trail has series of plateau's that you have to climb to reach the top. At some point I missed a trail marker and found myself in gulley of rocks. The sparse vegetation did appear to have had foot traffic, so I followed that path reached the rock staircase to Sqawk Peak.

Monument Mountain sits in the middle of a valley between two mountain ranges. As you ascend this mountain, it loops back and forth showing the Berkshires in the east and I think the Catskills in the West with amazing views of both.

The descent was more of a challenge for me than the ascent because to the tricky footing. Making the descent towards the north there is a real cool cave about half way down the mountain.

Beautiful hike and close to our motel--within walking distance. The trail marked "strenuous" really is, so be aware! :)

Great moderate hike, some steep parts, about 800 feet, allow 2 hours to be comfortable and have time at top for beautiful overlook on the rocks. Pay at the parking lot, which has a lot of room for cars and go up Hickey and down Squaw Run. It does get crowded but the second time we went around 9am mid-week and had the place to ourselves.

This was a decent hike. I walk every day a good 6 miles per day if not more. If you're a walker and not an UP HILL hiker. This is not easy. One side is easier than the other to go up. As you are facing the mountain if you want to ease your hike up go to the right side. If you want to more strenuous hike definitely go to the left. I think some people are saying this is an easy hike because they don't realize one side is totally different than the other I'm more than likely they took the easy road.

This hike to the top of Monument Mountain and back took a few hours, but the effort was well worth it. My legs ached the next day, but the lovely views made it all worthwhile. The trail is well traversed, so you will meet and greet fellow travelers. The trail is rocky, especially towards the top, but don't give up and use a walking stick if you have one.

Went on a hike during "mud season" with the pup, watched the sunrise over the hills. This is a great hike for families, but you'll want to take the long way around. Easy terrain on the one side, more difficult on the other.

Really nice walk up amongst the trees. At the top you get amazing views back down, particularly during the Fall when we were there. Can't quite believe that the colours of the trees are natural.

Easy hiking with great views. Roadside parking area can fill up fast, especially mid-day. Several trail options for all categories of hikers.

We went on a cool morning and it was perfect. We elected to take the Indian Monument Trail up. It is a longer, less steep trail. It is a wooded trail with no long range views. When you reach the top you follow the Squaw Peak trail a little further for the beautiful views of the valleys below as well as some long range views. Also continue on to the Devil's Pulpit to see the great rock formations. It's literally just up 20 or so stairs. It's not to be missed. The whole hike took about 2.5 hours with plenty of pictures and a moderate pace.

Nathaniel Hawthorne and Herman Melville met walking on this beautiful quartz-topped mountain.

Enjoy their view with a short (quarter-mile) walk to the summit for magnificent views of the surrounding Egremont and Sheffield plains.

For the less adventurous, there is a slower, easier pathway on the service road to the south of the parking lot.

Monument Mountan looked like a pretty area to hike in but I was surprised that you need to pay to park. I guess I can understand that a not for profit group of volunteers maintain the area, which is cool. It must cost them $$$ just not thrilled with the idea.

EXCELLENT hiking spot. We did all three trails - all beautiful! Started with the blue, then red, and yellow. Great views and loved the Devils Pulpit especially, Some places it wasn’t clear where the trail was, but we never got lost. The parking is $5 with a credit card. There are maps there to take. I might not want to go when it’s muddy, especially now with all the leaves down, as I could see it might be slippery in some places. We spent a lot of time taking photos and spent 2 and 1/2 hours. totally recommend. Plus it’s close enough to Great Barrington to eat afterwards.

My son and I took a hike here. We went up the easy path and down the steeper path. My 8 year old made it all the way to the top of the mountain. The view was beautiful. It was a nice shady hike. Gave us a nice day trip. Can't wait to go again.

We took the more challenging route up and it didn't prove to be too difficult. There are several rock scrambles where the knees take a beating but otherwise fairly gentle. Once at the top there are several lookouts- first one looks over the valley but unfortunately the main view is of the GB high school. Climb a bit further and you will come to some granite steps which take you up to a better lookout with no buildings, just hills and grassy valleys, with Mount Greylock in the distance. We took the longer, less strenuous way down and saw a ton of interesting mushrooms and fungi, lots of cool rock formations throughout, and several cart paths. A really enjoyable 2-hour hike.

Probably the most spectacular short hike in the southern Berkshires, this 1.5 hour roundtrip walk features stunning views of the Berkshires all the way to Mount Greylock, and the Taconic Range, as well. To make the walk worthwhile, you have to do the Squaw Peak trail, which has some exposed bits requiring some scrambling. Best to descend Hickey Trail.

When you're traveling with incredibly fit people, and you'd much rather pack a lunch and have a day at a picnic table under some tall pines, this is a great place for both.

The only complaint we had for Monument Mountain was the $5 charge for parking and the local guy asking us to donate to their Trustees fund. Yes, I'm aware there is significant upkeep required for hiking trails and that comes at a price. My assumption is that the state of MA has cut contributions to its parks and this is the result.

That being said, the parking area has picnic tables and is well kept. If you choose to take the .8 mile hike to the right which is the most challenging, bring water, wear comfortable clothing and hiking boots. The trail to the left is longer but a graded walk.

Highly recommended views for a stop in the Berkshires. Allow 2.5 hours round trip.

I have been hiking up and down Monument Mountain my entire life and it's a great workout with great views at the top. The only downside is that you will see people frequently. Most people take the shorter, steeper trail up and down, so if you crave more solitude, opt for the longer, slower trail.

Our first hike up a mountain was well worth it. A bit of a climb for inexperienced hikers, but very doable. We enjoyed every minute while realizing how out of shape we are.
The view was great and well worth the climb.
Three trails one more strenuous and direct the other more leisurely. A nice hike.
Parking is limited and only $5 for the day.
A nice half day trip

This mountain offers 4 trails of varying difficulty. Indian Monument trail is the easiest and is 1.5 miles. It goes to the top. There is the Hickey Trail. (.8 mile) that is more strenuous only because it becomes steep but has a very clear path (no climbing over rocks, branches, etc.). This meets up with the Indian Trail and becomes round trip. From either trail, you can go on the Squawk Peak (.7 mile) connector trail which is the most challenging because in order to get to the very top, you must climb a few rocks. We are in our 60's and had no problem doing this. The view from the top is very nice but I've seen nicer. If the top is crowded, there is not much room to stand and admire. Off of the Squawk Peak trail is a very very short trail called the Devil's Pulpit. We did not attempt it because the name implied danger and the view would have been basically the same.

Our route was going up Hickey, going across on Squawk and going down on Indian. It took a little less than two hours. As far as parking, the lot is not huge, but there was no fee as far as we could tell. After reading a previous post saying there was a $5 fee, I'm wondering if we just didn't see the parking meters. There were two picnic tables at the base of the mountain and I was not aware of any toilets.

Great hike, did the loop starting with the steep part in the beginning then did the summit connector in the middle and ended with the Indian head trail. A little over 3 miles total. Started early to beat the crowds and glad we did because the parking lot was overflowing by the time we finished. The views from the summit were very nice! Trail was very clean, a little rocky so watch your step.

This is a very unique and diverse hike that takes you along, up and over beautiful rock formations on very well marked and maintained trails.

Beautiful hike, just make sure you keep your dog on a leash, there are a lot of steep spots that could be dangerous for an untethered dog.

On a recent trip to Great Barrington, my husband and I took a hike at Monument Mountain Reservation. When visiting you should plan on approximately 2 hours to hike to the top and then back down. Parking is not abundant - but if you arrive early you will not have a problem finding a spot. The fee for parking for the day is a reasonable $5 which you can pay for at one of several self pay stations. On the Saturday that we visited, the volunteer Trustee met us after we had paid for parking to let us know that we needed to adhere to social distancing guidelines while on the trails. He told us it was important to wear our facial coverings when coming across other hikers on the trails, but we were not required to wear them the entire time. As it turned out, as we were talking, we learned that he was familiar with our hometown (about 120 miles away) as his wife and daughter both attended the local college. You never expect to meet people that know the area you’re from when you’re a few hours away from home! There are 3 trails that can be utilized: Indian Mountain Trail (1.5 mile; the longest/easiest trail - smoothest, fairly easy ascent); Hickey Trail (.83 mile, most direct and strenuous approach); Squaw Peak Trail (.62 miles, summit connector). We chose the Indian Mountain Trail for our ascent and the Squaw Peak Trail for the descent. After having spent the last 100 days essentially indoors due to COVID 19, it was wonderful to get out and appreciate what Monument Mountain had to offer. The ascent, as promised, was relatively easy. There were some portions that were a little steeper than others, but overall it was a wonderful walk to the summit. We came across very few other visitors and the few that we did all were courteous and following the facial covering guidelines. As we approached the summit, the views were breathtaking and despite the hot, humid day, the breeze was refreshing. The views from the peak were exceptional making the hike well worth it.

This is a great active walk to the top. Great to be able to talk above the birds in flight. Walk in the footsteps of people from the past. Experience the Berkshires at it’s best.

Indian Trail is the easiest way up. Trails are nicely blazed but are rutted and have lots of stones to step around. Other trails are more narrow.

Squaw Peak was crowded. View better than Mt Greylock but not as nice as I expected.

If you have a person not doing well half way along Indian trail, turn back and take them to Kennedy Park in Lenox.

Even on wet March day we enjoyed or hike and did hickory trail to squaw peak and then finished on the outer trail. As snow was still pretty heavy but melting with rain that morning it made some areas like ice rinks on slopes otherwise this is a good trail year round. It took us about 2 hours at a casual pace.

We walked up Indian Mountain and Squaw Peak trail (as they kind of overlap close to the top) and took Hickey trail down. Makes a circle. Was reading that Hickey trail is very steep. Indian trail is steep too. You are climbing up ..... so be prepared to walk uphill. Depending how fast/slow you walk- the hike is about 1.5-2hrs round trip. View from the top is beautiful. Lots of mosquitos. A definite must if you like hiking!

Awesome views. Challenging sleep sections. Best to be in good shape and have good hiking shoes on. Some sections are on smooth rocks. Be prepared.

We took the main trail to the left, which turned out to be gradual, and very easy. At the top, there are very steep steps, and we decided not to go the whole way. The way down, on the Hickey Trail, was steeper and more beautiful, with small waterfalls and logs bridging the stream in two places. Most walkers had dogs, some not on leash. The trail is nicely shaded and cool.

Depending on you skill level this can be a great hike. Some steep trails but the online maps are very helpful. The views at the top are lovely.

Great hike and beautiful views! Friendly for hikers of varied abilities. I would highly recommend it!

An amazing but challenging hike with the family. The views are amazing. Be prepared for some mild bouldering. Overall, a great hike for children and adults alike.

What a wonderful hiking experience at Monument Mountain. We took this hike on a beautiful Saturday morning. The fall foliage added to the great experience. It was a little strenuous as we got to the rocky summit but the views were well worth it. We were able to complete the trail walk in about 2 1/2 hours.

A bit too close to highway noise for us most of the time, but clearly a well-used area by locals.
You can get a decent 4-6 mile hike out of the trails. A few short areas are steep, and one rock ledge at the top is a bit too narrow for my comfort level, but I hug the interior rock and did it.
Many people hike with dogs there.
There is a $5 fee to park if you are not a member of the Trust.

Take the Hickey trail up and come back on Squaw. By taking the steeper trail up, it makes for a safer and more relaxing walk back. Views are great! A lot of trail for an hour and 40 minute stroll.

My whole family, myself, husband & two kids (11 & 12) really enjoyed this hike. There were some difficult spots, but the views are worth the effort (especially Devil's Pulpit). We enjoy geocaching & there is ample opportunity for this activity. It was a great 1/2 day activity!

We are two "seniors" both mid sixties. We headed out on this hike while visiting the area. We hiked up the Hickey trail (yellow) and then onto the Squaw Peak trail (red) and came down via the Indian Monument trail (blue). The hike up was steep but very good trail conditions. I do recommend proper hiking shoes, not just sneakers. The red trail was a bit more climbing along some ledges and boulders, but we felt very safe and not uncomfortable with edges at all. and the way down was very easy. It was nice to do a loop trail and the views from the summit of Squaw Peak were very nice and a great place to rest if needed. We were very impressed with how well maintained the trail was and how well marked it was for directions. We do travel with a cell phone with a GPS map program so it was easy to confirm our route. (Guru maps - excellent and does not require cell data). We did pay for parking - again a worth while cause as the proceeds go to maintaining the trail system,. Our entire hike took us almost 2 hours - a nice pace and lots of stopping for photos and enjoying the moment. It was a cloudy, showery day and we were comfortable in tshirts - we luckily did not have any showers throughout our hike. I wouldn't want to attempt this hike on a hot day.

Though it was a challenge for 50+ the view was amazing! I saw couples with infants & 3 year kids having a blast. I suggest hiking shoes/ boots and dress in layers.

This was on our favorites list for activities at Acadia National Park. Plan to purchase a park pass as well as a Cadillac Mountain Pass. You will need to select a time to arrive. In my opinion, it is best to choose a time in the morning with the most open passes, so it will be less crowded. We loved the drive and the views. The summit was incredible with views from 3 different directions. We highly recommend this drive and planning in advance to get the time you prefer to visit.

My husband and I were at Monument Mountain this past week and had a great hike. We got on the red trail quite by accident and forewarning to all, it is very steep. At one point we were forced to turn around because it was extremely dangerous and a sheer drop if your balance is off. No problem though...we turned around and ended up taking the blue trail down. It was beautiful in the forest...we did run into a snake though! Very nice man at the bottom of the mountain named Tom, who gave us a history of the mountain and lunch suggestions.

Highly enjoyable hike, a trustee gave us some additional information and tips about the trails when we arrived. We chose the Hickey-Peeskawso -Mohican trails , the Hickey was the more interesting walk., though we enjoyed the ease of the Mohican trail. There was a lot of quartz throughout the hike variety of mushrooms and plant life which was interesting . We heard the views from the Peak trail were beautiful.

You can spend a couple of hours hiking to the top of Devils Pulpit. The views from the top are really good. There is a small little waterfall that you can check out in the early spring.

This is a wonderful hike!!, even in a dusting of snow. This is where Herman Melville met Nathaniel Hawthorne. We went up the easy trail and descended Hickey (the hardest) trail, delightful!

We hiked this trail in October when the leaves were just past peek but we did see a lot of fall color. We began our hike on the right side from the trail sign which is the more steep climb but we heard this route was a little more scenic & we made a loop by heading down the gradual route. The trail begins to climb through the woods & you have views as you get close to the summit & panoramic views at the summit. There are no restrooms or water available at the trail head so plan ahead before you arrive.

Two trails to choose from from Rt. 7. Also a trail up from the other side in Housatonic.
Beautiful all year round.

Monument Mountain is conveniently located SW Mass (Great Barrington); an easy drive from CT. It's much closer than Mount Greylock (where we had planned to go) and still satisfies that urge to get outdoors and explore. Additionally, it is full of history. There is a plaque and brochure describing how Nathaniel Hawthorne, Oliver Wendell Holmes and Herman Melville found refuge in a cave, inspiring Melville to write Moby Dick. You can find this same cave on the Hickey Trail. There are 2 loops of trails to hike, that both culminate at the summit with options to hike more strenuous rocks. All ages and abilities will find something fun to hike and explore at Monument Mtn. There are also picnic tables to have lunch at and rest.

We chose the carriage trail which was mostly a gentle incline and shady. Apply bug repellant liberally before starting out, bring water and your camera.

Great view of the area but note that it is closed till late May.Luckily we had been there before. Even so, there are several nice trails to walk if the top is closed

It was my first time at the mountain Easter Sunday. I went with a friend of mine and brought my dog (Gronk). We found out that it was new that they started charging $5 for parking but that wasn't an issue for me. However if you do decide you want to go there please have a debit card or credit card because the parking machine doesn't take cash!

We decided to take a strenuous trail. Probably not the best idea for myself seeing how i'm out of shape but I was up for the challenge... at first haha. It was difficult but I got through it and felt amazing afterwards. Please wear good gripping sneakers or hiking shoes. There are many rocks to climb up on. When you get to the top it's nothing but rocks to stand on in order to see the beautiful views. If you are scared of heights then this hike might not be for you. Be prepared and bring water. It will take you some time to get up to the top and back down. Doggie bags are a must for me. I always pick up after my dog especially if he's going to the bathroom near or on the trail. I also saw a lot of trash and clothing that people left behind. If you bring something on the mountain you should take it away with you. Their are no trash cans there. Be courteous - it's a beautiful place. Let's keep it that way please :)

I loved this mountain. Views were splendid. It was hard work but it had a great reward! I suggest this for people who are in moderately good shape. I climb mountains regularly and was huffing and puffing toward the top! I would love to do it again!

The trail is easy if you take the trail to the right. Make sure that you find the look out point for a view over the entire valley. The trail to the left along Route 7 has a bunch of rocky places at the start, but finishes up well. I am in my fifties and in pretty good shape, so I would rate it as not too hard, but will require some effort.

I couldn't go but my husband and kids had a good time on this hike. Nothing breathtaking but fun to go on a relatively easier hike for over 2 miles.

easily accessible and a perfect length hike for anyone that is moderately in shape. Gorgeous views of the surrounding land and a great way to get up above it all. would be fun to bring a picnic next time.

We were lucky enough to hike this nice mountain on a very nice day. Although it was warm and clear, there was still some hidden snow towards the top. There are some really great views at the top- actually there are 2 peaks. The trails are relatively easy and well marked. There are 3 trails you can take, though I believe one of them just connects the other 2, but you'll want to take the connecting trail (Squaw Peak Trail) since it has the highest points and nice views.

MM is a great family hike for all levels. Once you reach the summit, there is an amazing view of the Berkshires that can't be beat! Every season offers a different and rewarding scenery.

Very enjoyable hike with awesome views at the top. The trails were well marked. The rocky top was challenging but beautiful.

Gentle walk up to the top. Once you're there, you are able to enjoy an amazing view over the landscape of Berkshire County. You're also passing a lovely waterfall with a small cave beside. I highly recommend hiking up the Monument Mountain ;)

Unfortunately our trip was hampered by 'pop up' shower. Fellow seniors wear good walking shoes and bring water.
To seethe best views it is a little more strenuous.

We chose to start the loop on the Hickey Trail (to the right of the parking lot when facing the mountain) rather than on the Indian Monument Trail. In retrospect, doing the trail in the opposite direction might've been preferred. The approach from the Hickey trail to the summit is quite a bit steeper and more strenuous (although still certainly do-able. Either way, the summit at Squaw Peak at this time of year is spectacular. Looking west, you can see the Catsills in the distance. Looking east, you can see views of the Housatonic Valley and, in the distance, Mount Greylock. We took the loop at a very leisurely pace, including a long sit at the top enjoying the views, and still easily completed the loop in 2.5 hours. It could certainly be done in less, but take your time and enjoy!

Beautiful hike, but quite strenuous- stick to the blue trail unless you are in really good shape!
Volunteer Tom, at the start was very knowledgeable and shared some great stories as we kicked off our hike.

The Monument Mountain "reservation" is found on route 7 north of Great Barrington in Massachusetts. There is a parking area just off route 7 with a display offering a map. The climb is varied and fascinating. You work your way through a deep forrest, ravines and a stream. Eventually the climb is steeper and surrounded by rock cliffs. At no time do you need to use climbing gear as the trail is never so steep that a good pair of hiking shoes cannot suffice. At the top you can look straight down to the valley below. Small children need to be watched carefully as mothers could suffer panic attacks at how easy it would be to fall off the steep rocks. Just be careful and enjoy one of New Englands most dramatic mountains. The total time to the top is not more than 35 minutes and even shorter than that if you are an experienced mountain goat!

Monument Mountain is a wonderful resource located about half way between Stockbridge and Gt. Barrington on route 7. You can choose between trails or harder climbs (depending upon your ability). Fall is generally a busier time of year there. Spectacular views. Great exercise.

I was here last week on an almost perfect Summer day. I took the easy and well marked 1.5 mile trail up most of the way. Then it was about a 1/4 mile of relatively tough hiking to the summit. I was rewarded with one of the best views I have ever had and I have been an active hiker for well over 40 years. Looking to the west I am pretty certain I saw the Catskills off in the distance. Do not know what I was looking at when I looked east but I was rewarded with spectacular scenary in that direction too. There is a $5.00 parking fee and you have to pay at a meter. I believe it only accepts credit cards so make sure you have a card with you when you visit.

My whole family grew up here and we regularly came to the Monument Mountain picnic ground on weekends for grilling hot dogs and clambering on granite boulders. It offers a lovely picnic stop in summer (always cool because of the mass of granite), but it is also, as I can remember, a wonderful place for kids to scamper among the monstrous granite boulders that have slaked down fro the face of the mountain. I learned how to explore unknown places (possibly including snakes, though I never saw one) at this place. I have never been afraid to explore anywhere else in the world, especially ones that say "Do Not Enter"

Monument Mountain features 3 trails, Hickey Trail (very steep), Squaw Peak, and Indian Monument Trail. I made a nice loop, avoiding the Hickey (wasn't ready for strenuous in the morning). The trails are well marked and have great signage, which is important if it's your first time there. The vistas are outstanding, offering glorious views of the Berkshires. At the top are the Devil's Pulpit and Squaw Peak, places for great photos. I will definitely return in the Fall!

Looming over Great Barrington, Monument Mountain invites the trekker or day hiker to share a birds eye view of this part of the Berkshire hills. Trails are clearly marked and, while steep in places, are well within the reach of beginning hikers (who are willing to take their time), and enough of a gentle challenge to the more advanced hiker to invite the climb. The views from the top are spectacular (a gentle rock plateau offers good support for an easy rest spot in which to take in the beautiful Berkshire panorama below). And those who rise very early can enjoy a pre-dawn hike to co-incide with sunrise on the top: a truly stunning and exciting event.

nice short hike. Did not read all reviews so went up the short (yellow) trail and down the easy (blue) trail. It appears the real views are squaw peak (red) trail. The two I took were pleasant but no real views.

I’ve been climbing up here, on and off, for more than thirty years. There’re much clearer trails now, map leaflets, parking, and lots more people, but still a satisfying short climb, through the woods, with a great view at the summit. Lots of opportunities for some light scrambling if you like it (my kids do), though easy to avoid if not. I like to go up the Hickey trail, then over squaw peak, and loop back round.
This last time, in August, we found over 40 different species of fungus! Keep your eyes peeled! But don’t eat anything unless you know what you’re doing - we did find a deadly ‘destroying angel’.

My husband and I do a lot of hiking and trail running. From the reviews, we thought we'd give this a try. The hike was nice, but considering that $5 parking fee (which we've never had to pay when he hike in CT), I think you could find better places. We took the orange (on the map) trail (though the actual color on the trees were yellow) and then returned on the red, then blue trail. It was crowded at the top too. If you're seeking quiet and solitude, you probably want to find a different place to hike.

This was our first visit and we had a good afternoon hike. The mountain has a 1600 foot summit with beautiful 360 views on a clear day. We found the hike challenging at times with sections of steep inclines, ledges and slick quartzite and roots to navigate. The views on Squaw Peak were well worth the work to get there.

Rather crowded on an early autumn weekend, but for good reason. Really lovely hike with some great views. Make sure not to miss the Devil's pulpit. Doable for most fitness levels, though there is a bit of rock scrambling near the summit.

Monument Mountain hiking trail starts on route 7, very easy to find. Many tall straight pine trees in view.
With the snow on the ground we took the blue Indian Mountain Trail and cut onto the red Squaw Peak Trail. Indian Mountain Trail is easier, a small stretch is slippery but manageable. Squaw Peak Trail is much more difficult. The snow on the trail is packed tight with previous hikers and became very slippery, we had to slide down on many places. Devil's Pulpit is a little bit detour on Squaw Peak, but worthwhile.

Our party of four enjoyed a 2.6 mile loop. We headed up the Hickory Trail (yellow) and down the Mohican Monument Trail (blue).

The signage was great, the trails were well maintained and beauty was everywhere. Trails were wide enough so that we did not have to be single file all of the time. This was appreciated as part of our intention in hiking, was to enjoy chatting along the way.

We marveled over the rocks, ferns and moss. There seemed to be miles of Mountain Laurels (when in bloom, it must be brilliant!). The moderate hike was an ideal choice; it made for a lovely visit with friends. I recommend it highly.

Fun, pretty and fairly short hike (very steep ascent) with beautiful 360 degree views from the top.

We did all three paths on this hike. It made for a nice hike for about 1 1/2 - 2 hours and was not too difficult. The views at the peak were beautiful!

This is a very nice hike. It won't be confused with a trek in the Presidentials, but you pass through very attractive woods, there are some steep rocky sections, and the views are great at the top. It was cold (17 degrees) when we did it, and the footing was tricky in some places because of the ice (microspikes would have been very useful, but we didn't have them). Went up the Indian Monument Trail and Squaw Peak Trail, down Hickey Trail. Well worth visiting.

Nicely-marked trails, strenuous enough to feel like a workout, but a small-enough mountain that it was very do-able. Nature! Would love it if there were restrooms or at least outhouses there though.

A variety of trails offer you the option of hiking a more challenging course or an easier course, but all will take you through ferny woods with rocky outcroppings and lovely views at the top.

My husband and I swapped in a hike at Monument Mountain for our usual gym workout. This is not an easy hike on a hot day! You will get a good outdoor workout, but be prepared for a steep climb up the yellow trail and not much of a view. The blue trail on the return is level and easy but goes right by a noisy road. Be sure to bring water if you're doing this hike in the summer.

There are 3 trails to hike at all levels. But first you will need to pay for parking at the front. The machine only accepts credit cards.

Wear plenty of bug spray. They come out and swarm you later in the day as its shady under the trees.

We didn't go to the top but its worth it as the views are amazing according to the pictures. We took the lower trails.

Wear good hiking shoes as you will need to grip the rock and go over the tree roots.

My husband and I (and our three dogs!) decided to do an early-morning hike here based on the most recent Trip Advisor reviews. This hike is just as those reviewers described...beautiful nature trails with wonderful summit views!

This loop trail is very well-marked with brightly colored blazes on the trees. We decided to take Hickey Trail (orange blaze) to the Squaw Peak Trail (red blaze), and then returned to the parking lot via the Indian Monument Trail (white blaze). The Hickey Trail was very steep in parts, but very well-groomed and smooth. Conversely, the Indian Monument Trail contained a lot of rocks, boulders, and tree roots, but was not nearly as steep. In addition to Squaw Peak, taking a quick saunter up to Devil's Pulpit is also worth it!

The trip was 3-miles total, and the elevation gain is only 750 feet. There are challenging components to the hike, but anyone in decent physical shape can reach the summit.

Parts of the trails were on cliffs and a little treacherous. Be careful and not all suitable for children. Bring a walking stick

This was a great hike! Not too strenuous or difficult, and there were great views throughout the hike. We started out on the Indian Monument trail, which is the "easier" trail. Once it met up with the Squaw Peak trail, we switched off to that one, which is where the best views are. This trail also connects to the Hickey Trail, which we took back down. Personally, I found all areas of the trail to be very easy and I was not tired after the hike. We took our time and enjoyed the views at various points at the top. Personally, I enjoyed the views at Devil's Pulpit the most. Along the Hickey Trail, there is also a beautiful stream & waterfall. It was quite the site in the winter, as the waterfall was almost completely frozen!

I recommend viewing the trail map on the trustees of reservations website, so you can choose your route ahead of time. The trails are well marked and there is clear signs designating which trails are which.

My wife and I hiked to the top of the mountain on a snowy Saturday. Although we chose not to go "over the top" due to the snow-covered rocks, we did take in the amazing views and got a good workout in also. The trails are all well marked, and I would highly recommend this park for a hike with a workout attached.

Also, keep in mind there is a $5 fee for the park, but it is easily paid with a credit card at the parking lot.

Monument Mountain is a great place to spend some time if you love the outdoors. There are two main approaches to the summit, one steep and one less steep. I prefer the steep one for the intense workout while climbing. My dog enjoys it too.

The views from the summit are gorgeous. Particularly beautiful are the vistas during the peak of the fall foliage. If you're the outdoor type and are in the area, I would definitely recommend this hike.

We went to Monument Mountain on a foggy day. Although the view was not clear, we enjoyed the atmosphere.
The paths are very well maintained!

Monument Mtn is a nice stretch your legs hike that offers terrific views for moderate effort. Note that the trail to the top does get rocky and steep.

Too many people on the day that we went, but other than that it was a very nice hike. Some people hike with their dog off leash, so make sure you don't bring an aggressive dog.

We were here in winter and walking in heavy boots so didn't make the whole trail, but it was glorious. Took the easy route because the snow was slippery. So pretty! And right across the street from Briarcliff Motel where we stay.

My son drove up from Norwalk to spend some time with us and this was our first hike of the weekend. We took the steeper way up and it was a moderate hike. The views at top were really good, the most interest was the Devils pulpit. When we finished the person sitting at the bottom asked us if we needed any assistance - we had zoomed by him when we first arrived. I thought is was really nice to have somebody give advice to those who may not know what to expect. Even though the parking lot was busy we really did not have any issues getting a good position to take pictures at the top.

We read reviews about Monument Mountain, and from what we read, it seemed like a wonderful opportunity for a good walk and beautiful views. Previous reviewers said there were both challenging and easy walks up to the summit that offered a magnificent 360 degree view of the area. We were nearby, so we figured, we'd take advantage of the beautiful day.

We are both youngish seniors in good health and more than reasonably fit, so, the easy walk seemed very doable. All reviews stated that the last quarter mile of this supposed 1.5 mile easy trail was rocky and pretty difficult. That was okay with us. We figured if we made it all the way, we could be proud. If not, we'd at least have done the first part.

From almost the start, the trail was pretty rocky. It soon became steep and rocky. Neither my husband, nor myself, wanted to be wimpy about this "easy" trail, but it became apparent, that we were facing something a lot more challenging than advertised.

The trail was through lush woods. And it was lovely. But most of our attention was focused on trying to get to the top. I have to say, by both fitbit tracker (mine and my husband's) and a GPS phone app, the trail was much longer than the promised 1.5 miles. Again, had this been a less intense and uphill trek, the distance wouldn't have been a problem.

After a couple of strenuous hours and many stops, we called it quits very near the top. Very, very near the top, but it was pretty much straight up and rocky, so even my intrepid husband gave up.

I am sure it is a wonderful destination for experience hikers. We were disappointed not to make it all the way. I am only reviewing it now to warn and inform people who think it will be an easy walk in the woods. That, it is not.

After years of passing by Monument Mountain, it became our destination. Lifelong avid hikers, we love to explore these local treasures. The hike to the top has two options...one is strenuous and the other very easy. Squaw Peak Trail at the top is very challenging~and sadly, as seniors, we decided against climbing over boulders and around the cliffs. Just the same, it was a beautiful day in the woods and we are glad we went.

We took the more challenging route up and it was about 3 miles round trip. Views are great from the top and it's a good work out.

A wonderful hike which will inspire you and leave you happy to be in the Berkshires.
Gorgeous views. Best enjoyed during the week and at non- peak hours. It can get crowded,
so if you have flexibility, go early or later in the day or for sunset.

Monument Mountain is very pretty indeed. The hike up is pretty strenuous, but you can take it easily if you like. It's in the forest until the very top, so there's plenty of shade. Well sign-posted.

There is more than one way to climb a mountain. And if you take one option - the steeper more direct route - - you will be afforded a glimpse of a waterfall (from the parking lot and facing the mountain, go to the right). The other way is more gradual, more easygoing - - and there are different routes within this route. (This is to the left from the parking lot).

No matter which way you go, some "climbing" is necessary. No, not ropes and bungees. Just some steep rocks that require some navigating. There are no bathrooms here. But there are tons of trees off the paths (wink). People do bring their kids here. Take extra care to keep them close when you're at the top. It is a steep and sudden drop and they haven't any guardrails. Also, it is a long walk - - you may need frequent breaks or to carry them.

It's worth the trouble, however. It's BEAUTIFUL up there. You can see for miles. And it's a different kind of high to see hawks circling beneath you. If you're a literary buff, it is said that BFF's Hawthorne & Melville have been here.

This is a short (3 miles) loop trail that allows you follow in the footsteps of Hawthorne and Melville. It is also a pleasant hike. If is is raining, or has rained, the trail to Squaw Peak will be difficult and quite slippery. Seasoned hikers can go either way, however, less competent hikers should start going to the left, it is a kinder gentler approach. The views from the summit are very nice. Take a refreshing beverage and find a seat on the summit. There is a small fee for parking.

Good easy hike takes about 2 hours. Good views from the top, although can be busy as a popular trail.

invigorating steep climb for 3/4 of a mile up to a rocky summit with beautiful views over the Great Barrington and the Berkshire Hills Alternate route is more gradual and 1.5 miles Beautiful forest and boulders, well worth the effort

Great trails, well maintained, fantastic views. Proximity to other cultural attractions. Great Barrington is a great little town with much to enjoy.

Went with our adult children on Columbus Day Weekend. Foliage was great, still with mix of green. Busy, busy, busy. Great views from the summit on a clear day. Day before was overcast, rainy and foggy in Beartown. We saw the crowd the day before so started early and were in the parking lot by 0900. Glad we did. Took us 90 minutes to do the whole walk, including time spent taking in the view at the top. Lots of people arriving when we were leaving, parking lot full, full, full. Great short hike, great vistas, great foliage. Try to find a time without the crowd.

This hike is lovely and quite short, but I suspect many who read these reviews will be surprised that the hike is not as easy as one might think by reading these reviews. I hike every day in the Berkshires, and there are much easier hikes available closer to Lenox. And truthfully, I've seen plenty of people have moderate trouble as they near the top of Monument Mountain. I wonder if it's because they think it's an "easy" walk instead of an "easier hike." Wear good shoes, and bring water, too. It's worth it, but it's not to be confused with a meander through a field.

If you love the outdoors and in the Great Barrington area this is a lovely hike with spectacular views of the countryside. Beware of the poison ivy along the trail.

A fine hike, mostly through shrouded woods, but opening up to an emotional payoff once you get to Squaw Peak. The hike is of moderate difficulty, with occasionally demanding passages that require some giant steps upward to get a toehold on level ground. Once you break through to the summit, the panoramas are very much 360 degrees, with multiple states coming into view, principally New York and Connecticut. Happily, the way down shares nothing in common with the way up. You might find yourself incredulous that you return to the same spot as the hike originated, as it feels as though you're heading down and far away from the peak for the longest time. But at the end, there's an abrupt about face, and, can it be?, soon your car has come into view somehow.

Quite a hike but the views are incredible. Inspirational.

multiple routes "difficult" to easy. the "difficult" was not all that hard. great views for relatively easy climb.

This is a solid 2-3 hour hike. Not for the out of shape. A bit More rigorous than you might expect. Need boots and water if you are going to the top. You could do it in sneakers but easy to Sprain an ankle on this trail. Also watch for poison ivy along the trail.

Take the trail to the left and follow the blue signs than take the squaw Trail and follow the red signs. Great views, moderate hike, and safe! The $5 fee is worth every dollar. Well signed and maintained. Took me about 1 1/2 hours round trip with stops for the views. (I did the same trails in reverse to get back)

nice short hike up a small mountain. Plenty of options to choose from despite small size. Nice views.

We recently went to Monument Mountain from CT for a modest hike in the mid-afternoon. Nice marked trails, cleared, the hikers we met along the way were friendly and helped us decide which trail suited us best.

We did the Indian Head Trail which is 1.5 miles each way. It starts out a little rough stepping on rocks and tree limbs but after a few minutes you get to a clearing by the vehicle access road. There are parts that are pretty easy and flat and once in a while you get to parts that are a little harder to step on rocks and tree limbs. All of the leaves were covering the trail so it was hard to see where you were stepping and sometimes slippery from the leaves. But we took our time and it probably took us under an hour to reach the top. There is a big inscribed rock at the top. I thought there would have been more of a clearing for a better view than there was.

My husband and I are not avid hikers, so this was a great hike for us to do. Not too strenuous or hard at all. It was a beautiful day and we enjoyed it.

Amazing view with a little-known viewpoint called devils pulpit. Lot's of geocaches if interested in that. Only 2 miles though.

We had a wonderful hike up Monument mountain, unfortunately a storm rolled in and we did not quite make it to the top.... we will go back and complete our hike for sure! Beautiful scenery!

I'm not a super hiking fan, but this is really pretty and you can travel paths that are fairly easy or more difficult depending on your preference. It's beautiful and quiet and never seems to be too busy.

Hiked up Indian Meadow Trail to reach top? Great view at top of mountain made two mile hike up a worthwhile experience.

This site is run by the Massachusetts Trustees of Reservations. There is a $5 parking fee for non-members and a machine is on premises to accept a debit or credit card (no cash).

You can read other reviews about the degree of difficulty, but we're just over 60 and had no problem summitting. And that was with our (leashed) golden retriever.

Bring water and a camera: the near-panoramic view from on top is outstanding. Note that there are picnic tables, but no water well nor portable toilets.

This is a great place to hike as long as steep inclines and rocky paths are your thing. Pack a lunch because once you make it to the top (on clear day), you can see NY, VT and CT. Their are rock formations up top that make you want to relax for a while and take in the beautiful scenery.

Ascended via the Indian trail, descended by the more strenuous Hickey trail. Took a bit less than two hours. Dress properly in footwear suitable for rocky ground. Bring water and perhaps insect repellant depending on the time of year.