6 Most Laid-Back Small Towns In Maine
Maine, the northernmost and largest of the New England states, is celebrated for its rocky coastlines, dense forests, majestic mountains, and quaint towns that seem plucked from a novel. From centuries-old seaports to cozy mountain villages, each community boasts a unique blend of natural beauty and easy-going charm. If you are considering a visit to the Pine Tree State, take a look at our guide to six of its most laid-back small towns.
Eastport
As the easternmost town in the United States, Eastport has a rich maritime heritage that draws visitors in. The annual Salmon Festival (Labor Day weekend) and Pirate Festival (the following weekend) highlight the town’s deep connection to the sea. Eastport’s community highlight is "Old Home Week," celebrated from July 1 (Canada Day) to July 4 (Independence Day), which showcases ties with neighboring New Brunswick. The scenic waterfront and cute downtown area are perfect for an easy-going day of shopping, dining, and sightseeing. For an unforgettable experience, take a boat ride to see the “Old Sow,” the largest whirlpool in the Western Hemisphere.
York
One of Maine’s oldest communities, York offers a quintessential coastal escape. Spend the day at York Harbor, York Beach, or Long Sands Beach, all of them perfect for a relaxing session of sunbathing and swimming. The iconic Cape Neddick “Nubble” Lighthouse, set on a rocky outcropping, provides stunning views. For a unique experience, bounce and sway your way across the “Wiggly Bridge,” a 75-foot pedestrian suspension bridge that takes you into the calming Steedman Woods nature preserve. Wrap up your visit with shopping and dining in the historic York Village district.
Kennebunk
Kennebunk, a beautiful resort town on southern Maine's coast, is a photographer's dream. With pristine beaches that beckon relaxation, it rivals its more famous and busy neighbor, Kennebunkport. Explore the historic district's lovely colonial homes and do not miss the 1825 “Wedding Cake House,” one of the state's most photographed buildings. After snapping your photos, visit the Seashore Trolley Museum to ride vintage streetcars and delve into the history of public transport. If you are in Maine for leaf-peeping in autumn, be sure to check out the annual Harvest Festival, held in mid-October.
Freeport
Known for being the home of L.L. Bean's flagship store, Freeport combines a distinctive shopping experience with unmatched natural beauty. Its downtown is essentially an outlet shopping center situated along the town streets and often utilizing historic buildings—even the local McDonald’s is set in an 1850 home. If shopping amidst historic architecture is not your idea of a laid-back escape, head to the great outdoors at nearby Wolfe’s Neck Woods State Park. The park features picturesque trails along Casco Bay, and the Harraseeket River is ideal for kayaking, birdwatching, and in autumn, viewing spectacular fall foliage.
Ellsworth
Serving as the gateway to Acadia National Park, Ellsworth boasts a friendly atmosphere and a picturesque downtown. Its historic streets feature well-preserved buildings like the Ellsworth Public Library, along with charming shops like the Old Creamery Antique Mall. Known for having a lively arts scene, the town showcases local artists in venues such as Courthouse Gallery. Outdoor activities abound along the nearby Union River, which is perfect for kayaking and fishing, while local restaurants highlight fresh seafood and farm-to-table cuisine. If you want to remember—or discover—what life was like before cell phones, check out Ellsworth’s intriguing Telephone Museum, which celebrates bygone communication technology.
Columbia Falls
Nestled in Washington County near Maine’s scenic Downeast region, Columbia Falls offers a serene escape amid breathtaking natural scenery. Its proximity to Tunk Lake and the Bold Coast Trail presents opportunities for stunning coastal views any time of year, and excellent leaf-peeping in autumn. Take a historic architecture tour through downtown, taking notes—and photos—of highlights like the 1820 Ruggles House and 1849 Union Church. Then, for an only-in-Maine experience, take a drive out of town along Highway 1 and keep an eye out for the giant half-buried blueberry—this means you have reached the unique roadside attraction called Wild Blueberry Land.
Maine is a laid-back and understated kind of place, but Mainers are proud of their small towns and happy to welcome visitors who seek a taste of life in the Pine Tree State. From Eastport to Columbia Falls, the six communities profiled here all promise a delightful and memorable experience. Whether you are drawn to sandy beaches, vibrant arts, quirky attractions, or serene escapes, these towns encapsulate the essence of Maine, offering the perfect mix of comfort and adventure.
