Family travel doesn’t always need to include the kids and a couples’ getaway can be a chance to pursue interests young children don’t share. A weekend of gallery hopping is probably better reserved for the adults, and Kennebunkport, Maine, is the place to do it.
Spring is a good time to visit, when the weather is warm enough for strolling between galleries, but not enough to attract crowds to the nearby beaches on Maine’s southern coast. Kennebunkport’s boutiques and galleries cluster tightly around its harbor, so many of the galleries are only a few steps from each other.
Northlight Gallery is a good place to begin. Here, you’ll find vivid colors and bold lines of Christian Bergeron’s paintings, shimmering reflections of boats on the water by gallery-owner Harry Thompson and ethereal watercolors by Janet Rogers, along with other American artists. Like Thompson, David Perry Fouts is a painter and gallery owner. His Landmark Gallery, next to Thompson’s on Ocean Avenue, shows his impressionist paintings and works of other artists.
Across the bridge that connects the two sides of Kennebunkport lies Maine Art Hill, a light-filled multifloor gallery and a collection of artists’ studios. All the works are by regional artists with a strong connection to Maine. You’ll want to spend some time in the fascinating Wind Sculpture Garden.
As you walk from gallery to gallery, note two restaurants you’ll want to come back to. Hurricane sits over the water, with a protected terrace serving as the perfect place to watch the sunset. The menu is varied and creative; if you like beef carpaccio, this is the place to get it. The other one not to miss is Chez Rosa
, a French-style bistro with a small but well-balanced menu of beautifully prepared dishes.
The home-away-from-home for art lovers in Kennebunkport is the gracious Waldo Emerson Inn on Summer Street. Owner and innkeeper Hana Pevny is from a family of artists, and her historic shipbuilder’s home is filled with original art. Our favorite room is a large, bright front bedroom with a sizeable early Marc Chagall on the wall.
Reminders of the inn’s history scatter throughout: adze marks in an overhead beam, fireplaces in four of the guestrooms, original pocket shutters and a hiding place behind the kitchen fireplace used as part of the Underground Railroad. Transcendentalist Ralph Waldo Emerson spent summers writing in the front parlor, hence the inn’s name.
The gardens surrounding the house provide fresh flowers for guestrooms as well as a terrace for al fresco breakfasts in warm weather. Hana Pevny is a highly trained chef, so her two-course breakfasts prepare guests well for a busy day of gallery-hopping.
Read This Next
#WhereverFamily
Insta FeedHotels
Sep 7, 2026This Caribbean Hotel Unveils Festive Experiences for the 2026 Holiday Season
The holiday season is upon us and there’s no better way to get families in a festive spirit than a nature-led holiday program set in the Caribbean.
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Travel Tips
Sep 4, 2026Coping with Lost Luggage on a Family Trip
It’s among the most stressful few minutes of a trip — when the baggage carousel starts moving and you strain to see your family’s luggage roll onto it. It’s bound to happen eventually: You’ll be one of those few lost souls still standing there when the conveyor belt stops and everyone else has left.
Travel Goods
Sep 4, 2026Meet Cloud of Goods: Baby Gear Rentals Delivered by Local Moms to Hotels, Airports, More
Consider Cloud of Goods the Uber for travel gear. Family travelers can book strollers and other baby and travel gear online, then a vetted local partner delivers it wherever they need it — whether that's the hotel, the airport or the theme park gate.
Sponsored Content
Celebrating 25 Years of The Peninsula Chicago
June marked The Peninsula Chicago’s 25th anniversary, commemorating a quarter century for the hotel as a pillar of luxury on North Michigan Avenue.
Hotels
Sep 4, 20262 Fall Getaway Resorts to Make the Most of a Long Weekend
According to Trip.com, group bookings for long weekend trips have increased over 34 percent year after year, and are largely taken by working parents who strategically want to use one or two vacation days to extend weekend family travels. As family travelers look to make the most of their PTO, these two destinations are perfect for travelers looking to take advantage of long weekend travels:
ShareThis