Portland area

We are heading to Portland on September 7 for a week. Recommendations on places to see…Kennebunkport, Ogunquit, etc??

Visiting the Portland area in early September is a wonderful time to enjoy coastal Maine. With a week to explore, you can combine city attractions, charming coastal towns, and scenic drives. Portland itself has a lively arts scene, historic architecture, and plenty of excellent restaurants, while nearby towns like Kennebunkport and Ogunquit offer classic Maine charm.

Here are some top recommendations for places to see and things to do:

  • Portland Old Port: Cobblestone streets, boutique shops, art galleries, and waterfront restaurants. Ideal for strolling, shopping, and enjoying local seafood.
  • Portland Head Light: Iconic lighthouse in Cape Elizabeth with scenic views, picnic areas, and walking trails along the rocky coastline.
  • Eastern Promenade: Great for a leisurely walk or bike ride with views of Casco Bay. There are also beaches and picnic spots.
  • Casco Bay Islands: Consider a ferry ride to Peaks Island for a day trip with biking, hiking, and casual dining.

Day trips from Portland to explore the surrounding area:

  • Kennebunkport: About 40 minutes from Portland. Explore Dock Square, boutique shops, art galleries, and scenic spots like Walkers Point. Take a lobster boat tour if the timing is right.
  • Ogunquit: Famous for the Marginal Way cliff walk offering stunning ocean views. The town also has beaches, shops, and art galleries.
  • York and York Beach: A short drive south with sandy beaches, a historic lighthouse, and charming village streets.
  • Boothbay Harbor (optional longer drive): About 1.5–2 hours from Portland. Known for coastal charm, boat tours, and gardens like Coastal Maine Botanical Gardens.

Other tips for your week:

  • Plan a mix of walking days and driving days to balance sightseeing and relaxation.
  • Try local seafood—lobster rolls, clams, and oysters are plentiful and fresh.
  • Check for seasonal events in Portland and the surrounding towns, as early September often still has festivals and farmers’ markets.
  • If interested in history or art, Portland Museum of Art and Victoria Mansion are worthwhile stops.

With a week, you can enjoy Portland itself for 2–3 days and then take day trips or overnight trips to Kennebunkport, Ogunquit, and York, creating a well-rounded coastal Maine experience.


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