Answer: Welcome to Boston! It sounds like you have an exciting trip ahead, and you’re already planning some great activities. Given that you’ll be in town for 5 days and staying in Chelsea, it’s great that you have access to parking, as Boston can be a bit tricky for driving and parking in the downtown area. Let me give you some suggestions on must-see attractions, as well as a few ideas for regional games that might suit your interests. I’ll also touch on some things to consider during your hop-on, hop-off tour and beyond.

Answer: Yes, cod is commonly served in Boston and the greater New England area, and it is definitely possible to order it grilled, baked, or sautéed rather than fried. Many seafood-focused restaurants and bistros cater to diners looking for healthier preparations.

Answer: Salem, Massachusetts is famous for its Halloween and paranormal-themed events, and many visitors are drawn to the idea of attending a seance or spiritual event. While there are several companies offering experiences, it’s wise to research reviews or firsthand accounts before booking.

Answer: Chatham is one of the most charming towns on Cape Cod, offering a mix of historic charm, scenic beaches, and a vibrant downtown. When looking for vacation rentals, the goal of being within walking distance to Main Street, dining, shopping, and the beach is entirely achievable, though prices and availability vary depending on the exact location and time of year.

Answer: When you're driving in Massachusetts and beyond, especially as you head toward Maine, you'll encounter several toll roads. Here’s what you need to know about tolls when you're renting a car:

Answer: Taking a taxi or transfer service from Rockport to Boston Logan Airport is indeed a long-distance trip, and the price you’ve mentioned, £170, seems a bit on the high side, but it could be correct depending on the service provider, especially if they are offering private transfers. The drive from Rockport to Boston Logan Airport typically takes around 45 minutes to an hour, depending on traffic. However, the price can vary based on factors like time of day, the type of vehicle, and whether it’s a private or shared transfer.

Answer: Traveling from UMass Amherst to Bradley International Airport (BDL) is a very common route for students, and several reliable transportation options are available. Because Peter Pan does not run directly to the airport, most families use one of the shuttle or car services recommended by the university.

Answer: For a luxurious and high-end experience on Cape Cod, you're in for a treat. The Cape offers several exceptional accommodations that would serve as a great base for exploring the area. Since you mentioned price is less of a concern than quality, here are some of the top-rated options you might want to consider:

Answer: Boston is a fantastic city to visit with kids, and your itinerary seems to include many of the must-see spots! Here's some feedback and recommendations for your trip:

Answer: Boston is a wonderful city to explore, and while the Bay Area (including areas like Back Bay and Downtown) is very popular, there are other neighborhoods in Boston that can offer great accommodations while still being convenient for tourists.

Answer: It sounds like you have an exciting trip ahead! Traveling from Boston to Niagara Falls and then exploring Ontario sounds like a wonderful adventure. Here are some ideas for what to do next, whether you decide to visit Toronto, Montreal, or somewhere else:

Answer: That’s a smart plan — booking a hotel just outside Boston and then continuing the next morning toward Providence can make things much easier, especially arriving late at night. Below are some good towns / areas along the I-93 → I-95 (Route 128) corridor (the usual route toward Providence) that tend to offer clean, quiet, convenient hotels — plus a few hotel-area suggestions with minimal hassle and reasonable parking/drive access. I picked places roughly within 15–25 miles south of Boston, so you aren’t too far from Logan, and can then drive on to Providence the next morning without heavy traffic yet.

Answer: For a nighttime tour in Salem that is family-friendly, including for a 10-year-old boy, you have several good options to explore the city's fascinating history and spooky tales. Here are a few suggestions:

Answer: For getting to Copley House from Boston Logan Airport with a large suitcase, you have several options, each with pros and cons depending on comfort, cost, and convenience:

Answer: Rockport and the North Shore of Massachusetts typically see peak fall foliage from mid-October to late October. This year, due to slightly warmer-than-average early fall temperatures followed by cooler nights, the leaves are indeed starting to change a bit earlier than usual.

Answer: Boston is gearing up for its 2024 holiday season with a series of festive lighting events across the city. These events are family-friendly and offer a great way to experience the city’s holiday spirit, enjoy seasonal decorations, and participate in community celebrations. Here’s a detailed overview of the announced events:

Answer: Short answer: Yes — the White Mountains / Kancamagus area is one of the best choices if your primary goal is peak foliage and scenic driving, and you *can* make it work in a day-and-a-half from Boston en route to Portsmouth. The Kancamagus is a 35-mile national scenic byway through the White Mountains and is consistently recommended as one of New England’s top leaf-peeping drives.

Answer: The Logan Express Framingham service is a popular option for travelers heading to Logan Airport, especially during peak travel times such as holidays, summer vacation, or major conventions in Boston. While it generally operates smoothly, there are occasional instances when the lot reaches full capacity, which is why the website includes warnings about possible fullness.

Answer: Connecting at Boston Logan Airport from Terminal A to Terminal E can be straightforward if you plan carefully, especially with a two-hour connection. Here are the key details:

Answer: To get to the Wrentham Village Premium Outlets from Boston, you have a few options depending on your preference for convenience, cost, and travel time. Here’s a breakdown of the best ways to get there:

Answer: Traveling from Boston to Plymouth, Massachusetts by train is straightforward, though it requires a combination of train and bus service since there is no direct rail line all the way to Plymouth.

Answer: Nantucket is a charming destination for a mother-daughter trip, and even if you’re not into biking or hiking, there’s plenty to see, do, and enjoy on the island in October. The fall season offers fewer crowds, beautiful autumnal scenery, and many shops and restaurants still open after the busy summer months.

Answer: At Boston Logan Airport, Delta Airlines offers an outdoor check-in for bags, but it is typically located in Terminal A's curbside check-in area. This service is available for passengers flying with Delta and is a convenient way to drop off your bags before heading into the terminal for security checks.

Answer: If you're looking for a relaxing getaway in the Boston area or Cape Cod with a warm indoor pool and possibly a hot tub, there are several great hotel options to consider. Here are a few recommendations that offer the amenities you're looking for:

Answer: Both the AKA Boston Common and the Hilton Back Bay are great options, but the best choice depends on what you’re prioritizing during your stay in Boston.

Answer: Visiting Martha's Vineyard around the 4th of July is a lively and festive experience. The island is at its peak summer season, so most businesses, restaurants, and attractions cater to tourists during this time. You can expect a busy but vibrant atmosphere with lots of events, parades, and fireworks celebrating Independence Day.

Answer: To travel from Worcester to Shrewsbury after arriving by bus from NYC, you have several options for getting to your Airbnb, especially if you're looking to reach a location near the Boston Turnpike with specific stores like Dunkin' Donuts, Chipotle, Trader Joe's, and a UPS store. Here’s a detailed breakdown of your options:

Answer: Great trip window — early November gives you autumn color (in cooler pockets) and far fewer crowds than October. Since you’ll be flying into Boston, have a 13-month-old, and won’t be driving, I’ll focus on realistic, public-transport-friendly routes, baby-friendly travel tips, and a few itinerary ideas that match your “old-world / gothic” interest (Salem fits that bill nicely).

Answer: For your trip from Salem to Boston Harbor, here are a few considerations to help you decide between using Uber or renting a car for the day:

Answer: If you’re planning to park at one of the non-stadium lots at Gillette Stadium, often referred to as “General Parking” or “NT00” lots, your proposed route from the Red Roof+ in Mansfield via Commercial Street/Central Street/North Street to Rt 1 is generally plausible. These lots are designed for easy in-and-out access without needing to navigate the main stadium parking areas.

Answer: That sounds like a wonderful trip! Cape Cod is a beautiful destination, and there are several great areas that would suit your family, offering both proximity to shops/restaurants and access to the water. Here are some of the best towns to consider for your AirBnb rental:

Answer: Visiting Nantucket in mid to late October can be a wonderful experience as the crowds have thinned and the fall scenery is beautiful. However, keep in mind that some seasonal hotels and restaurants may start closing after Columbus Day, so it’s important to check availability in advance.

Answer: When it comes to making dinner reservations at popular Boston restaurants like The Union Oyster House and The Daily Catch Waterfront, it's always a good idea to plan ahead, especially during busy seasons or weekends. Here’s some guidance on how far in advance you should book:

Answer: Thanksgiving in Boston offers a variety of dining options, from traditional turkey dinners to more modern takes on the holiday meal. Many restaurants host special Thanksgiving lunch or brunch services, and some hotels also provide elegant buffet options. Since Thanksgiving is a popular dining day, reservations are strongly recommended.

Answer: It sounds like you're planning a fun trip with your boys, and although your accommodations changed, it’s great that you’ve got a start with the Margaritaville condo-style apartment. With a few more nights to fill, there are plenty of other great options around Cape Cod that will be a good fit for energetic kids and give you a mix of experiences. Here's a guide to help you with accommodation suggestions for the remaining 3 nights from August 8th.

Answer: For a 5-day stay in Boston with a focus on history, museums, and walking, location is key, especially if you’re not renting a car. The Encore Boston Harbor is a luxury property with excellent amenities, but it is located across the Mystic River in Everett. While the hotel is beautiful, it is not particularly walkable to Boston’s historic sites or museums, so you would need to rely on a taxi, rideshare, or the ferry to get into downtown. For a trip centered on walking and exploring historic neighborhoods, there are better options in central Boston.

Answer: It sounds like you're in for an exciting two days in Boston! There's plenty to do and see in this historic city, and with a 14-year-old, you can definitely keep it fun and engaging. Here's a detailed itinerary with ideas on what to do, where to eat, and where to stay.

Answer: It’s great that you're planning a visit to Concord and Orchard House! Concord is a charming town with a lot of history, and Orchard House, the home of Louisa May Alcott, is a must-see for literature lovers. With your husband's mobility issues in mind, here's some helpful information on getting from Concord's train station to Orchard House:

Answer: Your trip sounds fantastic! Boston and the surrounding areas have so much to offer. Staying outside of downtown Boston while having easy access to public transportation is a great idea to make your trip more relaxed and affordable. Here are some hotel suggestions that are close to transit and provide a nice base for exploring Boston, as well as places like Lexington, Concord, Salem, and Cape Cod.

Answer: How exciting that you’ll be attending a Sox/Yankees game at Fenway! It’s definitely a memorable experience, and I totally understand not wanting to deal with the hassle of moving through a crowded train station with a little one. Fortunately, there are several great options for staying within walking distance of Fenway Park, whether you prefer a hotel or an Airbnb. Here’s a breakdown of some of the best places you can stay nearby:

Answer: Whale watching in Provincetown is a fantastic experience, especially in the spring when humpback whales are migrating through the area. The conflicting information you're seeing is likely due to varying whale migration patterns, but I can give you a general timeline based on the best sightings.

Answer: New Bedford is definitely a great option for a day trip, especially with the convenience of the commuter rail service! The city is rich in history, particularly tied to the whaling industry, but there’s more to see and do than just the Whaling Museum. Here’s a breakdown of what you can expect:

Answer: Good questions — and it’s smart to think ahead about how crowded Plymouth & Brockton (P&B) buses can be, especially in August when demand is high on Cape Cod → Boston/Logan routes. Here’s what I found — and what to expect — based on their policies, schedule, and traveller reports.

Answer: The Logan Express Woburn lot is a very popular option for travelers heading to Logan Airport, especially on Fridays and during busy travel periods. When the website mentions “overflow parking,” it typically means that the main lot is full, and drivers are directed to an alternate area or section. However, the specifics are not always clearly posted, which can be confusing.

Answer: Amherst is a charming college town with a variety of casual dining options, cultural attractions, and beautiful parks. Spending a Saturday there with friends provides plenty of opportunities to enjoy both food and the outdoors.

Answer: When it comes to renting a car in Boston, there are a few things to consider, especially with your itinerary and travel plans. Since you’ll be staying in the Theatre District, you'll be in a fairly central part of the city. Here’s a breakdown of your options:

Answer: Visiting Boston over the Fourth of July weekend can be a fantastic experience, but there are some considerations you should keep in mind regarding crowds and activities.

Answer: Boston in mid-October offers a fantastic chance to enjoy fall foliage, both within the city and on day trips to nearby areas. While the city itself has some colorful spots, venturing out to surrounding regions will provide a fuller experience of New England’s autumn scenery.

Answer: For your virtual medical appointment, you'll want a quiet, private space where you can speak without interruptions. While hotels are an option, there are several alternatives where you can rent a room or a space for an hour or so. Here are a few suggestions in Massachusetts:

Answer: It sounds like you have an exciting trip ahead! Here are some suggestions and feedback based on your plans:

Answer: Martha’s Vineyard is quite walkable, especially in the main towns such as Vineyard Haven, Oak Bluffs, and Edgartown. If your plan is a day trip without a vehicle, focusing on one or two towns is the best approach, as distances between towns can be several miles. Walking within a town will allow you to enjoy shopping, restaurants, and the charm of the island at a relaxed pace.

Answer: For a toddler-friendly vacation on Cape Cod with the criteria you've mentioned, there are several areas that can offer the perfect combination of proximity to beaches, walkable areas, and limited need for car travel. Since your 2-year-old loves the beach and being on her feet, I recommend considering towns that are closer to the mid-Cape region, which is accessible without venturing too far into the Cape. Here are some suggestions:

Answer: Boston is a fantastic location for whale watching, especially during the summer and early fall months. There are several reputable boat tour companies that offer excellent whale watching experiences. Below are some highly recommended options for whale watching boat tours in the Boston area:

Answer: Driving the Mohawk Trail (Route 2) in Massachusetts is a beautiful way to experience the state's natural beauty, especially in October when the fall foliage is at its peak. There are plenty of places to stop along the way, offering scenic views, local charm, and some great spots for food and coffee. Below are some recommendations for your trip from Williamstown to Boston:

Answer: For your Celtics playoff game on Easter Sunday, it's important to keep in mind that while the Boston Marathon typically affects traffic the day after (on Monday), there could be some road closures or restrictions in the area even on Sunday due to preparations for the event. While the major closures for the Marathon usually start on Monday morning, some streets may begin to be affected on Sunday evening, especially around the finish line area in Copley Square.

Answer: It seems you’re right to be concerned, as there have been reports that the Arcadian Hotel in Brookline may have closed down. Sonder, the company that was managing the property, has indeed ceased operations at this location, and the phone number you mentioned being disconnected could indicate that the hotel is no longer in service under its previous management.

Answer: Boston has a rich cocktail culture with several bars that evoke the speakeasy style, perfect for a quiet evening with expertly crafted martinis and old fashions. While the North End is famous for Italian eateries and bustling streets, it also has a few hidden gems and nearby classic-style bars worth exploring.

Answer: It’s great that you’ll be visiting Boston for four nights in June! Fenway Park is a must-see, but there’s so much more to explore in this historic city. Here are some recommendations to help you make the most of your trip:

Answer: Visiting Cape Cod in mid-June with young kids can be a delightful experience. At that time, the weather is warming up, though the ocean can still be cool for swimming. Since you’re looking for upscale accommodations with nice grounds, walkability to quaint towns, and family-friendly amenities, there are several areas and hotels worth considering.

Answer: If you're looking for a hotel to rest and shower before your flight back to the UK, there are several budget-friendly options both within Boston and in the surrounding areas. Staying outside the city can often offer more affordable options with easy access to the airport. Here are a few recommendations:

Answer: Transferring through Boston Logan International Airport (BOS) with a one-hour layover is technically possible, but it comes with some risks, especially for international travel with checked baggage.

Answer: It's great that you're planning to explore Boston during your layover! Unfortunately, Logan Airport doesn't offer luggage storage directly, so you'll need to look for alternatives. Fortunately, there are several services nearby that can help you store your luggage while you enjoy the city.

Answer: August is one of the very best months to enjoy coastal New England, and with 6 nights between Boston and New York, you have several excellent options for beaches, lakes, and classic New England scenery. Cape Cod is a top choice, but it’s definitely not the only one. Below is a detailed breakdown so you can compare.

Answer: For a 5-day road trip to Cape Cod with your daughters, it’s important to find a town that offers easy access to the best beaches, good restaurants, and plenty of opportunities to relax, beachcomb, and explore. Based on your preferences, here are a few towns that provide a great central location and a mix of what Cape Cod is known for:

Answer: Planning a Cape Cod trip with a teen daughter can be a lot of fun, and choosing the right town to base out of makes a big difference for convenience, vibe, and budget. Since your daughter is interested in quaint shops and downtown areas, and you’re interested in food, there are several towns that fit the bill without having to stay directly in Provincetown.

Answer: The Quabbin Reservoir in central Massachusetts is a beautiful spot for fall foliage, and the so-called “Central Hills Loop” is a scenic drive that roughly circles the reservoir. While it is not officially published by the Massachusetts Department of Conservation and Recreation, enthusiasts have pieced together a recommended route using local roads and state highways.

Answer: It sounds like you're in for an exciting road trip between Boston and JFK! With six days to explore, you're in a great spot to visit a mix of historical sites, charming towns, and even some wineries along the way. Since you mentioned that you're interested in history, culture, and wine, I've put together a few suggestions that will align with your interests. Here’s how you can structure your trip to make the most of it:

Answer: Boston is a vibrant city with a lot to offer, and if you're looking for a hotel that's in the heart of the action, you have a few great options beyond the Dagny. The area around the Dagny is more on the quieter side, which might be perfect for some, but if you're seeking lively bars, restaurants, and a more energetic atmosphere, here are a few suggestions:

Answer: Boston is a fantastic city to visit, especially with an event like the Jason Aldean & Brooks & Dunn concert at Fenway Park! For a high-end experience, you have several great hotel options, including the Four Seasons, which offers luxury and prime locations. Here's what you need to know about the Four Seasons properties and other recommendations:

Answer: For a day trip from Cambridge to Salem, the most practical option is generally by commuter rail or car rather than ferry. Ferries to Salem typically operate from Boston’s Long Wharf, which adds extra travel time and logistics, especially if starting from Cambridge. Driving or taking the MBTA commuter rail is more straightforward and efficient for a full-day visit.

Answer: Your itinerary looks great for exploring Massachusetts! You’ve planned a wonderful mix of history, culture, and beautiful landscapes. Here are some thoughts on your days and a few suggestions to make the most of your trip:

Answer: It sounds like you're planning a great trip to Boston! I'll address each of your questions in turn to help you get the most out of your visit with your kids.

Answer: Salem has a growing vegan and vegetarian scene, so even beyond the dedicated veggie cafe, you’ll find plenty of options at bakeries, cafés, and even mainstream restaurants that cater to plant-based diets. It’s helpful to know both sit-down and grab-and-go options for flexibility, especially if you’re exploring Salem’s historic sites.

Answer: It sounds like you're planning a fun and adventurous day trip to Nantucket! Given your concerns, I’ve provided answers and suggestions that should help you navigate your day trip more comfortably and avoid any stress along the way.

Answer: Planning a one-day trip from New Haven to Boston with a 14-year-old can be fun but requires careful timing, especially if you want to see Harvard, MIT, and the Freedom Trail. Since you need to return the same day, choosing the right mode of transport and sequencing your visit efficiently is key.

Answer: It sounds like your spur-of-the-moment trip to Provincetown was a delightful mix of nostalgia, exploration, and relaxation. Here’s a detailed overview of how your weekend unfolded and some tips for future quick trips:

Answer: Both the Fairmont Copley and The Verb are excellent hotels, but they offer different types of experiences. Choosing between them depends on your priorities for your stay. Here's a comparison to help you decide:

Answer: Visiting Salem, Massachusetts during the Halloween season is a very popular experience, and transportation logistics require a bit of planning. Downtown Salem gets extremely busy in October, with heavy pedestrian traffic and limited parking, which is why many visitors choose to avoid bringing a car into the city.

Answer: The July 4th fireworks show in Falmouth, Cape Cod, is quite popular and offers a fantastic experience for both locals and visitors. The display is typically set off from Falmouth Heights Beach, with the fireworks lighting up the night sky over Vineyard Sound. It's a family-friendly event with great views from the beach and surrounding areas.

Answer: Visiting Nantucket in the second weekend of October can be a lovely experience! While Nantucket does start to quiet down a bit after the summer season, it’s still an enjoyable destination for a family celebration. The weather can be a bit cooler, so be sure to pack accordingly, but the island is known for its beauty in the fall with fewer crowds and a more relaxed atmosphere.

Answer: Hi there! If you're looking to explore Boston after your conference, heading to the North End is definitely a great option! While some of the shops might start closing around 6 or 7 PM, the North End is a charming neighborhood that stays lively into the evening, especially with its many restaurants and cafes. You can enjoy some delicious Italian food at places like Neptune Oyster or Giuseppe's, and there's also the option to grab a pastry at Mike's Pastry or Modern Pastry if you're in the mood for something sweet. The cobblestone streets and old-world charm of the area will definitely give you that historic feeling you're looking for.

Answer: It sounds like you're going to have a fantastic time in Salem! October is a particularly exciting time to visit, as the town comes alive with spooky Halloween-themed events and tours. Staying close to the Salem downtown area is ideal, especially for easy access to attractions like the Salem Witch Museum, the House of the Seven Gables, and the Witch Trials Memorial. However, some of the hotels you've considered may be a bit farther from the heart of Salem, and as you’ve noted, reviews can be hit or miss. Let’s explore some options within your price range that could give you a great experience:

Answer: Traveling from Boston Logan Airport to Portland, Maine is quite straightforward, and you have a couple of good public transport options, including both bus and train. Since you’re arriving on a Sunday afternoon, there are still transportation options available, but it’s always a good idea to check schedules in advance to avoid any surprises. Here’s an overview of your options:

Answer: Spending New Year’s Eve in Boston can be a festive and memorable experience, especially if you are staying downtown at the Dagny. Since you’re interested in a nice meal with Mexican or Italian cuisine and possibly seeing fireworks, there are several options to plan a great evening.

Answer: With seven hours to spend in Boston before your daughter arrives, there are plenty of great things to do, even in February! Here are some suggestions for how to spend your time:

Answer: The Residence Inn by Marriott Boston Fenway is a solid choice for your situation, particularly with a small dog and an elderly family member. It is located in the Fenway neighborhood, which is roughly halfway between Boston College (Chestnut Hill area) and Boston University, making it convenient for both your BC visit and the BU hockey game.

Answer: It sounds like you’re looking for a family-friendly location on Cape Cod that’s close to the beach and offers plenty of outdoor activities, while staying within your budget. Since you’ve already stayed in Dennis and loved it, moving further up the Cape offers some great options that may appeal to your family’s interests in nature, exploring, and the outdoors. Here are a few towns to consider based on what you're looking for:

Answer: Boston’s Chinatown is a vibrant spot for authentic Dim Sum, especially on a Sunday morning when families gather to enjoy traditional Chinese breakfast-style dishes. There are several options within walking distance of the neighborhood, each offering slightly different experiences, from classic carts to modern interpretations.

Answer: Your connection from Terminal C (JetBlue) to Terminal E (Azores Airlines) at Boston Logan is definitely possible within 75 minutes, but there are a few things you should keep in mind:

Answer: For a day trip to Martha’s Vineyard focused on Jaws filming locations, you’ll find that several tour operators offer boat excursions and land-based tours that highlight the most iconic spots, including the famous Brody Bridge scene. Since you’ll be foot passengers, it’s important to plan logistics around ferry times and local transport, as getting around the island without a car requires either biking, walking, or using local taxis/shuttles.

Answer: For your trip to Boston over Easter weekend, you're in a great location with the Seaport district. Here are some tips for getting around and your other questions:

Answer: Hi Jeff, sounds like you’ve got a great trip planned! As far as your hotel options go, you'll want to consider both the convenience of getting to and from the concert at Gillette Stadium, as well as your ability to enjoy the city of Boston. Let’s break it down:

Answer: If you're looking for charming small towns to stop for an overnight stay on your way from Boston back to Pennsylvania, there are several picturesque destinations that offer a great mix of local shopping, wineries, and small-town charm. Here are a few towns along the route where you can relax and enjoy the scenery:

Answer: For your trip from Boston to Vineyard Haven with a diverse group, including young children, young adults, and an elderly traveler, here are a few transportation options to consider. The key factors are convenience, comfort, and the ease of the trip, especially for your little ones and older adult.

Answer: Belle Isle Seafood in Boston is a long-standing local favorite, and it seems like Father’s Day has become a popular occasion for families to visit, even if many nearby residents don’t realize it. Its reputation for fresh seafood and casual, family-friendly dining makes it an appealing spot for special occasions.

Answer: Yes — you *can* travel from Hyannis, MA (on Cape Cod) to Jackson, NH without going “through the center of” Boston, MA. It requires using bypass-style highways rather than the usual Route 3 → I-95 → I-93 corridor. What you need to do is skirt around Boston to avoid downtown traffic. Here’s how.

Answer: Traveling from Boston Logan International Airport (BOS) to The Verb Hotel in Fenway is straightforward even without renting a car or using rideshares. There are several convenient public transportation options, including the subway (the “T”), shuttle services, and buses.

Answer: It sounds like you’re planning a good travel strategy to save some money, but you’ll need to carefully consider your connection time at Logan Airport. Since your flight from Chicago arrives at 4:00 PM and your Delta flight departs at 8:20 PM, you have a little over 4 hours to switch terminals from Terminal B (Southwest) to Terminal E (Delta), which is generally enough time, but here are a few things to keep in mind:

Answer: Spending Christmas in Provincetown is a unique and charming experience, offering a quieter, more intimate atmosphere compared to the usual summer rush. Many visitors enjoy the cozy, festive vibe of the town, which is known for its art galleries, historic architecture, and oceanfront beauty. However, it’s important to note that Provincetown tends to be quieter during the winter months, including Christmas, so it’s a good idea to plan ahead, especially if you’re looking for specific activities or dining options.

Answer: It sounds like you and your friends are planning a fun time in Boston while catching the Cheltenham Festival! March is a great time for sports fans, and you’ll likely find a few spots that will accommodate early morning or midday racing events, especially for the Gold Cup.