Augusta, Maine view on the Kennebec River with Memorial Bridge at dawn.

These Historic Towns in Maine Are Worth Exploring

If there is one thing that Maine is extremely popular for, it is the assortment of architectural styles that communicate its longstanding history. When visiting Maine, one can look forward to seeing all kinds of ancient buildings and structures, from clapboard farmhouses in the countryside to royal Portland mansions. Besides being outwardly stunning, the historic buildings of Maine are custom-designed to suit the unique environment of remote sea islands and mountains. Here are some of Maine's most beautiful historic towns that are absolutely worth exploring!

Kittery

Boats parked at a marina on Badger's Island during a cloudy morning in Kittery, Maine
Boats parked at a marina on Badger's Island in Kittery. Image credit EB Adventure Photography via Shutterstock.

Maine’s oldest town, Kittery, was home to English settlers back in 1623. To view some of the oldest houses in Kittery, one can plan a relaxing drive around the beautiful seaside neighborhood of Kittery Point. Take a relaxing visit to the First Congregational Church during this exploration. Established in 1730, this church continues to be operational today. There are two ancient seaside forts in coastal Kittery, both of which were constructed for the protection of the Piscataqua River as well as the towns upstream. Visitors love to explore Fort Foster, an 1873 construction that now operates as a park, offering great trails along with ocean views. The other fort, Fort McClary, has been turned into a historic site and shorefront museum. It features a blockhouse that was constructed in the 1800s. Another touristy spot in Kittery is the Portsmouth Naval Shipyard, built in 1800. It continues to be operational and is a great historical site in the town. After all the exploration, head to the famous Warren’s Lobster House (open since 1940) for some mouthwatering seafood. Another great option for seafood in Kittery is Robert’s Maine Grill.

Augusta

Aerial view of Augusta, Maine
Aerial view of Augusta, Maine.

Next on the list of the most historic towns in Maine is Augusta, its capital city. Located about 55 miles away from Portland, Augusta was established in 1849 and covers an area of approximately 58 square miles. Its bordering towns include Chelsea, Windsor, Vassalboro, Sidney, and Manchester. It was in 1890 that Augusta started its trolley line operations and thereby got connected with the cities of Hallowell and Gardiner. Soon, the trolley line was replaced by buses, and the Interstate 95 and Maine Turnpike were finished in 1955. Today, visitors often use the Concord Trailways bus station to travel to Boston, New York, and Portland, among other places. One of the most amazing visuals in Augusta is the Kennebec River, which runs through the center of the town, allowing visitors and residents in the Kennebec Valley to view boats sailing down from the many bridges of the city. The river held great importance for the mills in Augusta back in the 19th century. One must enjoy a walk or bike ride in the Waterfront Park when visiting Maine. It offers some spectacular views of the beautiful river!

Kennebunk

The charming town of Kennebunk, Maine.
The charming town of Kennebunk, Maine. Image credit Yingna Kai via Shutterstock.

Kennebunk is considered to be among the most favorite tourist destinations in Maine. With its numerous beaches, historic streets, charming shops, and dining spots, it has much to offer to its visitors. Kennebunk is also one of the most historic towns in Maine, packed with tradition and culture. In the early years of establishment, the town was essentially a shipbuilding and agricultural settlement. But today, it is one of the most popular tourist destinations worldwide. Visit Summer Street to view the mansions of the Sea Captain or the beautiful Kennebunk and Mousam rivers flowing through the town! Don’t miss a chance to explore the Museum in the Streets project, which is basically a heritage trail meant for the welfare of the town’s locals and tourists. Enjoy the free walking expedition that is aimed at reviving the town’s historical identity, preserving its historic sites, and creating awareness about the local events, traditions, and stories. Another site on the tourist itinerary should be the Brick Store Museum, which operates as the history and art center in the area of Southern Maine and Kennebunk.

Castine

Marina Harbor in Castine, Maine.
Marina Harbor in Castine, Maine. Image credit Kristi Blokhin via Shutterstock.

Castine in Maine is perhaps the perfect option for those looking to enjoy a relaxing holiday in a quaint village by the seaside. Situated in Penobscot Bay on a scenic peninsula, Castine is the quintessential waterfront town with an interesting historical background. ​​Located in the Acadia region of Downeast Maine (a popular tourist spot), Castine is sheltered by New England’s most beautiful elms, making it a rather pretty village. Castine is known to be among Maine’s oldest communities. It got its name from a French aristocrat in 1796 but had settlers from across the world, including the British and Dutch, giving it a rather rich and intriguing history. Castine can be reached via the beautiful Penobscot Narrows Bridge, which is located on Stockton Springs’ north side. It is the highest bridge observatory in the world and the only one in the entire Western Hemisphere. Visitors can rent houses and cottages for their vacation in Castine. Some popular options include Castine Cottages and De Raat Realty.

Freeport

Osprey nesting grounds in Googins Island, Wolfe's Neck State Park, Freeport, Maine.
Osprey nesting grounds in Googins Island, Wolfe's Neck State Park, Freeport, Maine.

Nestled on Casco Bay’s shores, the historic village of Freeport is extremely popular for its outdoor activities, local boutiques, shopping outlets and much more. A great place to begin the exploration of this town is The Freeport Historical Society’s Pettengill Farm, which has a unique saltbox house constructed in 1810. It also includes 140 acres of woods and fields that offer a great opportunity for hiking through its antique cherry and apple orchards. Located close to downtown is Wolfe’s Neck State Park, which is also known for its expansive trails and trees. The Freeport restaurants offer various cuisines, from gourmet Italian to traditional seafood (think lobster rolls!). Some popular options to check out include the Jameson Tavern, Maine Kitchen & Topside Tavern, and the Broad Arrow Tavern.

Brunswick

People moving towards the beach in Castine, Maine.
People moving towards the beach in Castine, Maine.

Brunswick in Midcoast Maine is considered to be a typical college town that has an Amtrak Station situated close to downtown. Built in 1794, Bowdoin College has a magnificent campus in the heart of Brunswick's downtown area. Popular places for shopping, dining, and entertainment include the Town Mall and Maine Street. Brunswick is known for its rich history and features a character named Joshua Chamberlain, a professor at the college during the famous Civil War. Author Harriet Beecher Stowe, who was also an Underground Railroad member, worked and lived in Brunswick. Her home is officially a National Historic Landmark. When in Brunswick, visit the Maine State Music Theater to witness Broadway-quality performances. Art lovers must spend a day exploring The Bowdoin College Museum of Art, which has a collection of over 20,000 objects.

Bucksport

View of the downtown and harbor of Bucksport, Maine and the Penobscot River
View of the downtown and harbor of Bucksport, Maine, and the Penobscot River.

There is something quite charming about the waterfront downtown of Bucksport. It attracts a lot of young tourists and was once the native land of the Maritime Archaic or Red Paint people. The Bucksport Waterfront Walkway is the perfect place for a nice, relaxing stroll and offers splendid views of Fort Knox, the Penobscot River, and Penobscot Narrows Bridge. Built in 1844, Fort Knox is among the most well-preserved forts from the Civil War era. The British had partially burnt down Bucksport during the Revolutionary War and occupied it during the War of 1812. The Bucksport Historical Society is a good place to learn more about the storied past of the town. Art enthusiasts can visit the Lighthouse Arts Center to see the works of over 100 artists.

Plan a trip to some of Maine's historic neighborhoods with the most enlightening stories to tell from their intriguing past. From gorgeous coastal towns to vibrant activities throughout, Maine boasts many towns that are worth exploring. No matter the season, travelers will find peace, tranquility, and adventure in these magnificent towns!

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