A Mainer's Guide to Kennebunkport

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Advisor - Claire Boucher
Curated By

Claire Boucher

  • Maine

  • Boutique Travel

  • Active Travel

  • Off-the-Beaten-Path Travel

  • Food & Wine

  • Local Food

  • Coastal

The image depicts a scenic harbor with a tall ship and “The Black Shack” waterfront building under a clear blue sky.
Curator’s statement

With quaint shopping streets, waterfront views, access to nature and a variety of lovely accommodation options, Kennebunkport encapsulates Maine's seaside charm. Only 1.5 hours from Boston, and 40 minutes from Portland, it's the perfect weekend getaway.

The Fora Difference

Book with Claire to access exclusive perks and experiences on your trip.

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Killer perks

Free upgrades, spa credits and more—we got you

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Personalized recs

Customized travel planning for your style

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Insider knowledge

Expert advice from people who’ve actually been there

Where to stay in Kennebunkport, Maine

Yachtsman Hotel & Marina Club

Experience the essence of a Maine vacation at the Yachtsman Hotel & Marina Club, where Harborfront Bungalows offer waterfront luxury, private terraces and access to a floating barge pool and boats for endless adventures.

Hidden Pond

An award-winning private luxury resort in Maine featuring two outdoor swimming pools, a three-room treetop spa and organic dining within a natural setting.

Fora Perks
  • ★

    $100 food / beverage credit.

  • ★

    Breakfast daily.

  • ★

    Upgrade & extended check-in/out whenever possible.

Wanderer Cottages

The Wanderer's 18 stylish cottages offer a tranquil retreat just moments away from Kennebunk Beach and downtown Kennebunkport, complete with a lounge pool, fire pits and complimentary breakfast.

Unlock perks by contacting Claire to book your trip.

Things to do in Kennebunkport, Maine

The image captures a serene coastal setting with a house perched on the rocky shore, under a clear blue sky.

Explore Dock Square: Nestled along the river, Kennebunkport’s “downtown” Dock Square exudes quaint New England charm. Here, amidst a backdrop of historical buildings, spend a couple of hours roaming the streets and popping into eclectic boutiques and local art galleries. Check out Good Earth Pottery for handcrafted and unique treasures, or pick up a beach read at Fine Print Booksellers.

Walk, Drive, or Peddle Down Ocean Drive: This scenic path runs from Dock Square to Cape Porpoise. Marvel at the ocean views and classic seaside mansions. Top points of interest include the Bush Family Compound (which is still used by the family today) and St. Ann’s Episcopal Church - a beautiful late 1800s stone structure.

Check Out the Nature Trails:

  • BRIDLE PATH: Easy 5.6-miles (1hr 40mins), pup friendly, a ten-minute drive inland.

  • TIMBER POINT TRAIL: Easy 2.4-miles (45mins), pups not permitted, limited parking, a twenty-minute drive north.

  • MT AGAMENTICUS: Various trails. An easy / moderate option, a thirty-minute drive south.

Go for a Sail: Pineapple Ketch and Schooner Eleanor both offer 1.5-2 hour sailing trips throughout the day, as well as private charters. Morning sails are best for those who want a calmer ride, while afternoons can be more exciting. Opt for an evening sail for something extra romantic. BYO snacks and beverages are permitted.

Take a Lobster or Oyster Tour: Rugosa Tours offers educational and hands-on boat excursions leaving from the Kennebunkport marina. Choose from a 75min Lobster tour, or a ninety-minute learn-to-shuck oyster tour partnering with Mere Point Oyster Farm.

Places to eat & drink in Kennebunkport, Maine

The image highlights a lobster roll, ready to be enjoyed, wrapped in foil with a side of butter, set on a speckled counter.

Casual Dining:

  • Alisson’s: A casual New-England pub serving local seafood. Lobster Bisque Poutine anyone?

  • Nunan’s Lobster Hut: A classic cash-only lobster shack, just a five-minute drive from town - serving lobster rollers, chowder, steamed lobster plates and a selection of pies.

  • Batson River Brewing and Distilling: Elevated pub food served alongside crisp beers and creative cocktails.

  • The Boathouse: An upscale yet relaxed marina-side restaurant serving local seafood and American-fare - a great choice for lunch or dinner.

Cafés / Treats:

  • Dock Square Coffee House: A casual spot to grab coffee and baked goods.

  • Fiafia: Fuel up with smoothie bowls, coffee and matcha.

  • Rococo Dessert Bar: A whimsical bar for creative desserts and inspired cocktails. Also check out their scoop shop in Kennebunk!

Dinner:

  • Earth at Hidden Pond: Award-winning farm-to-table dining served in an enchanting dining room.

  • Chez Rosa: A husband and wife owned French bistro in town. Come for the fondue, stay for the wine selection.

  • Old Vines Wine Bar: Casual dining in a converted barn & patio.



Advisor - Claire Boucher

Travel Advisor

Claire Boucher

Get in touch with Claire

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This guide is part of our ongoing series on travel to Maine. Looking for more travel inspiration? Check out my guide, Discover Chiang Mai: Your Guide to Thailand's Cultural Gem.