The waterfront of Eastport, Maine, along the Bold Coast.

7 Darling Small Towns in Maine

The state of Maine is a New England masterpiece full of rugged coastlines, thick forests, magnificent mountain peaks, and charming small towns that have a storybook feel to them. From historic seaports to quaint inland villages, Maine's communities offer an irresistible mix of scenic beauty and local flavor. Before planning your visit to the Pine Tree State, check out our guide to seven of the most darling small towns in Maine.

Kennebunk

View of buildings in Kennebunkport, Maine, a picturesque coastal town in York County. The charming architecture and seaside atmosphere reflect the town's historic and maritime character, known as the home of the Bush family.
Street view of Kennebunkport, Maine. Editorial credit: EQRoy / Shutterstock.com

A good camera is a requirement when you visit Kennebunk, a stunning resort town located on the southern coast of Maine. Like its more famous neighbor, Kennebunkport, Kennebunk has stunning beaches that offer great photo opportunities and inspire you to relax and enjoy the ocean breeze. The town features lovely colonial homes in its historic district and one of the most photographed buildings in the state, the delightful 1825 “Wedding Cake House.” After taking your fair share of photographs, head to the Seashore Trolley Museum, where you can hop aboard vintage streetcars and learn about the history of public transportation.

Freeport

View of downtown Freeport, Maine, a popular shopping destination filled with outlet stores from famous fashion brands.
View of downtown Freeport, Maine. Editorial credit: EQRoy / Shutterstock.com

Freeport, famous for being the home of the headquarters and flagship store of L.L. Bean, offers a combination of great shopping and exceptional natural beauty. Freeport’s downtown area has become an outlet shopping destination, with many of the retailers housed in historic buildings—even the McDonald’s is in a beautiful 1850 home! Befitting the L.L. Bean brand, Freeport suits outdoor lovers just as well as shopping enthusiasts: Wolfe’s Neck Woods State Park has picturesque trails along the Casco Bay shoreline, and the Harraseeket River is perfect for kayaking and birdwatching.

Bangor

View of Main Street in downtown Bangor, Maine, featuring a mix of historic buildings and local businesses. The autumn setting adds to the charm of the bustling city center.
View of Main Street in downtown Bangor, Maine. Editorial credit: TLF Images / Shutterstock.com

Bangor, one of Maine’s larger communities but still more of a town than a city, welcomes visitors with a delightful mix of historic beauty and offbeat charm. Bangor is home to beautiful Victorian buildings, including Bangor City Hall and the Bangor Public Library, as well as a wonderfully kitschy fiberglass statue of the mythical woodsman Paul Bunyan (said to be a native of town). The public library also hosts an odd piece of memorabilia, the “Hannibal Hamlin Death Couch.” Your tour of Bangor must also include the beautiful Bangor Waterfront, which hosts concerts, festivals, and community events throughout the year.

Ellsworth

View of downtown Ellsworth, Maine, a city in Hancock County, showcasing a mix of historic buildings and small-town charm, with local shops and businesses lining the streets.
View of downtown Ellsworth, Maine. Editorial credit: EQRoy / Shutterstock.com

Ellsworth is the gateway to Acadia National Park and is known for its friendly atmosphere and charming downtown. The town’s historic district features well-preserved buildings, including the Ellsworth Public Library and various old-fashioned shops. Ellsworth is also known for its vibrant arts scene, with numerous galleries showcasing local artists. The nearby Union River provides opportunities for kayaking and fishing, while the local cuisine, including fresh seafood and farm-to-table fare, reflects the region’s rich culinary heritage. Also, if you ever find yourself pining for the days before smartphones, be sure to check out the unassuming but excellent Telephone Museum.

Columbia Falls

Wild Blueberry Land in Columbia Falls, Maine, a whimsical blueberry-shaped building surrounded by lush fields.
Wild Blueberry Land in Columbia Falls, Maine.

Columbia Falls, located in Washington County near the scenic Downeast region, offers a peaceful retreat with stunning natural surroundings. Columbia Falls is known for its proximity to the beautiful Tunk Lake and the Bold Coast Trail, which offers spectacular views of the rugged Maine coastline. Downtown Columbia Falls also offers remarkable scenery along the Pleasant River and historic architecture, such as the 1820 Ruggles House and 1849 Union Church. For a quirky piece of Maine heritage, look for the giant, half-buried blueberry along Highway 1 and check out the 7-acre Wild Blueberry Land.

Eastport

Eastport, Maine, and Perry, neighboring towns along Maine's Bold Coast.
Eastport, Maine, and Perry, neighboring towns along Maine's Bold Coast.

The name Eastport says it all—it is the easternmost town in the United States and has centuries of maritime heritage. Eastport’s beautiful waterfront and annual Salmon Festival reflect its strong connection to the sea, while its yearly “Old Home Week” from July 1 (Canada Day) to July 4 (Independence Day) highlights its connection with neighboring New Brunswick. Downtown is also home to numerous galleries and studios, reflecting its thriving arts community. If you want to see a fantastic symbol of the ocean’s power, take a boat ride to see the “Old Sow,” the largest whirlpool in the Western Hemisphere.

York

Aerial view of the York River at Stage Neck, where the river meets York Harbor in the town of York, Maine.
Aerial view of the York River and York Harbor in York, Maine.

The southern Maine town of York is one of Maine’s oldest communities and a classic coastal getaway. Head to York Harbor, York Beach, or Long Sands Beach for great sunbathing, swimming, and people-watching. Then, check out the Cape Neddick “Nubble” Lighthouse, perched on a rocky outcrop with stunning views. From there, head inland a bit to wobble across the aptly-named “Wiggly Bridge,” a 75-foot-long pedestrian suspension bridge that leads into the Steedman Woods nature preserve. Finish your day with shopping, dining, and more sightseeing in the picturesque York Village district.

Embrace the Charm of Maine’s Darling Small Towns

Maine is a quiet and unassuming kind of place, but the people who live there are proud to show visitors the unique charm and character of their small towns. Communities like Kennebunk, Freeport, Bangor, Ellsworth, Columbia Falls, Eastport, and York, to name just seven, are sure to provide you with a delightful and memorable visit. From sandy beaches and vibrant arts scenes to tranquil escapes and maritime heritage, these towns encapsulate the spirit of Maine and provide a fantastic blend of comfort and adventure.

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