Maine’s Hidden Treasures: 13 Utterly Charming Small Towns

Maine’s Hidden Treasures: 13 Utterly Charming Small Towns

Maine brims with the allure of small-town tranquility, often overshadowed by the rush to the state’s southernmost reaches. Embracing my Maine identity, I consistently nudge travelers to embrace the northern enchantment that lies beyond Portland’s bustle.

Curiosity often sparks the query, “Ah, you mean Acadia National Park?” While Acadia remains a must-see, my reference delves into the spaces between — those towns where quirky convenience stores vend an eclectic blend of groceries, antiques, and garden ornaments. These are the places where your server is likely the proprietor, and where “ayuh” replaces “yes.”

1. Boothbay Harbor

  • Tracing its origins to the 17th Century, Boothbay Harbor has been a witness to a rich tapestry of history. From its British colonial roots to the bustling industrial era of the late 19th Century, complete with its lobster-canning factory and bustling fisheries. Nestled along the rugged coast of Lincoln County in southern Maine, this coastal haven is home to just over 2,000 residents, rendering Boothbay Harbor a quintessential postcard-perfect seaside village;
  • As the summer sun graces the horizon, visitors flock to Boothbay Harbor, enticed by the allure of yachting adventures that navigate the labyrinthine coast, punctuated by islets and inlets. This idyllic setting promises a delightful blend of excitement and tranquility upon the sparkling sea. Each June, the town comes alive with the vibrant celebrations of Windjammer’s Day, a testament to its enduring maritime legacy;
  • Beyond the waters, Boothbay Harbor beckons explorers with the enchanting Coastal Maine Botanical Gardens. This horticultural masterpiece presents sprawling grounds and meticulously curated gardens that resonate with sheer beauty and harmony, offering a sanctuary for nature enthusiasts to lose themselves in.

2. Ellsworth

  • Ellsworth is often considered a mere pit stop on the way to Acadia National Park and Mount Desert Island. However, there are compelling reasons to do more than just take a break here. Beyond a rest stop, Ellsworth offers intriguing attractions that might surprise you. For instance, indulge in the novelty of purchasing cheesecake on the honor system at Momo’s Cheesecakes, a charming garage turned into a bustling hub for delightful treats;
  • At the opposite end of Main Street, 86 This! proudly dubs itself a “classy, punk-rock burrito shop.” With an imaginative array of wraps, it’s a perfect addition to your picnic basket. Yogis will find joy in Steamy Buddha’s offerings, catering to their wellness aspirations. A stone’s throw away from the Ellsworth boundary lies an exceptional Maine experience: Timber Tina’s Great Maine Lumberjack Show, where you can be a spectator or even take a shot at log rolling;
  • For accommodations, the luxury glamping destination Under Canvas Acadia awaits just a short jaunt away in Surry. It’s a unique way to immerse yourself in the beauty of the region.

3. Rangeley

lake and land with trees near it, hills behind it
  • Nestled inland, in proximity to the border shared by Maine and New Hampshire, this town is a natural wonder. Its foundation rests upon the bedrock of industrious sawmills and fertile farmland. By the late 19th Century, the embrace of tourism had reached Rangeley, drawing people from burgeoning cities across the US who sought solace in its serene ambience and sought after fishing adventures in its magnificent lakes;
  • The essence remains largely unaltered today. Rangeley proudly stands as the heartbeat of the Rangeley Lakes Region, magnetizing visitors year-round with activities tailored to the changing seasons. Among these, the lakes take the spotlight, captivating the hearts of avid sports-fishing enthusiasts. Complemented by a diverse range of shops and eateries, Rangeley seamlessly marries quaint convenience with its enchanting rustic allure.

4. Monhegan

  • Monhegan, a diminutive settlement situated on an island off the shores of Lincoln County, stands as a testament to its maritime heritage. The name Monhegan, derived from Algonquian roots, translates to ‘out-to-sea island’ — a fitting label for an enclave positioned 12 nautical miles from the mainland. Its origins trace back to an English fishing camp predating even the establishment of the Plymouth Colony in 1620. Through eras of piracy, trade, conflicts, and maritime pursuits, notably fishing which still underpins its economy, Monhegan has endured;
  • The isolation of Monhegan, coupled with its striking vistas across the sea and the untamed, verdant contours of the island, offers insight into why this endearing locale blossomed into a vibrant artist’s haven. The town’s transformation into an established artists’ colony was well underway by the early 1900s. The dramatic cliffs, enveloping pine woods, and captivating seascapes continue to beckon artists, perpetuating a legacy that thrives into the present day.

5. Swan’s Island

  • For those who’ve imagined a getaway in a quintessential Maine town accessible solely by ferry, Swan’s Island stands as the idyllic destination. It offers a haven of leisurely days spent on pristine beaches, where the horizon seems to stretch endlessly. The allure of Swan’s Island resides in its unpretentious simplicity: a lone store, a lighthouse casting its beacon, a museum, and a library that echo its charm;
  • The shores of Swan’s Island grant access to four public beaches, inviting swimmers to embrace the gentle waves, while the “quarry pond” presents the option of a refreshing freshwater plunge. Catering to those seeking more than just repose, a spectrum of trails, boat charters, and ecotourism ventures await, ensuring ample engagement for every traveler. And if your travel itinerary encompasses Acadia National Park, this hidden gem in close proximity should not be overlooked;
  • Accommodation options primarily lean toward vacation rentals, aptly aligning with the unhurried spirit of the island. Given that the ferry embarks from Bass Harbor, a favored lodging choice is often The Claremont, offering a seamless connection to your Swan’s Island adventure.

6. Orono

  • During my years at the University of Maine, Orono had the air of a bustling college town. However, as a mother nurturing two, Orono has transformed into a family haven. This intriguing shift in ambiance boils down to the welcoming essence of this place – an environment where everyone belongs. The feeling of being an outsider is virtually non-existent, making it easy to immerse yourself as a part of the community (unless you choose otherwise);
  • Start your day by grabbing a cup of coffee and indulging in an acai bowl from Nest. Afterwards, venture across the street to the Stillwater River Trail, a serene path spanning just under four miles round trip. For a more active pursuit, the Maine Bound Adventure Center at the university provides kayak, canoe, and paddleboard rentals, complete with rooftop kits for easy transport. Among local favorites are Pat’s Pizza and the delectable fish tacos at Woodman’s. And in keeping with the quintessential college town spirit, a plethora of venues offer opportunities to savor beverages. Notably, Orono Brewing boasts an expansive array of craft brews to delight in;
  • When it comes to accommodations, nestled away from the downtown bustle, you’ll find a charming cottage on Pushaw Lake – a tranquil part of Orono that beckons to offer a peaceful stay.

7. Castine

the city with trees on the land and a lake near it with  small islands
  • Nestled in Hancock County, the coastal enclave of Castine extends from a headland into the embrace of Penobscot Bay, offering sweeping panoramas of inlets and coves. This petite and scenic town holds a rich past; once the capital of the French colony Acadia between 1670 and 1674, it eventually fell to British dominion in 1710. The enduring historical significance and its status as a former capital have lent Castine an abundance of heritage edifices, waiting to be explored by curious visitors;
  • Among its treasured landmarks stands the Dice Head Lighthouse, an elegant structure dating back to 1839. The Unitarian Universalist Church, built in 1790, graces the landscape with its charming presence. Adding to the town’s charm is the USA’s oldest operating post office, established in 1794, a true testament to its historical longevity. The Wilson Museum, a compilation of distinguished 1920s architecture, invites exploration. And not to be missed are the captivating rows of eclectic houses that grace Castine’s Main Street, exuding a picturesque allure that’s hard to resist.

8. Camden

  • Along Maine’s Mid-Coast, you’ll encounter a string of captivating towns, with Camden as a shining example. As you explore its vibrant downtown brimming with an array of shops, eateries, and cafes, be sure to look beyond and discover the allure of elevation. Embark on a hike or a climb up Mount Battie within Camden Hills State Park, and embrace a panoramic perspective of the surrounding beauty;
  • For a truly unique experience of Maine’s picturesque coastline, embark on a photography workshop adventure aboard the Moon Dog, capturing its essence in every frame;
  • When it comes to accommodations, 16 Bay View emerges as a standout choice. Offering stunning harbor views, its central location places you within easy reach of numerous shops and a medley of dining options.

9. Damariscotta

  • Nestled between the undulating Damariscotta River to the west and the serene Lake Pemaquid to the east, Damariscotta boasts a laid-back lakeside lifestyle that truly flourishes, especially during the summer season. Residents and tourists alike are drawn to the allure of swimming in the lakes, navigating the river by boat, and indulging in the art of fishing;
  • Noteworthy for its delectable seafood offerings, Damariscotta takes pride in its renowned fresh catch. Pemaquid oysters and local mussels take center stage in the town’s eateries, delighting the palates of both locals and the influx of tourists who flock to this enchanting haven;
  • Enhancing its charm are a plethora of historic gems, ranging from the oldest building in town, the Chapman-Hall House dating back to 1754, to the brick-clad Lincoln Theater. Adding historical depth to the experience is the nearby Whaleback Shell Midden, an archaeological marvel that harks back over two millennia.

10. Stonington

  • Nestled on Deer Isle, Stonington presents the quintessential features of a historical fishing village, fulfilling every desire a visitor could hold. The bustling working waterfront grants tourists a firsthand insight into the intricate processes that pave the way for the cherished lobster dinners. Perched on a hillside, the town unveils sweeping vistas of the bay, immersing you in a breathtaking embrace of nature;
  • Embark on a journey through the town’s offerings, whether it’s wandering amidst art galleries, savoring a performance at the Stonington Opera House, or surrendering to the serene arms of nature. And a visit to Stonington wouldn’t be complete without a stop at Nervous Nellie’s Jams and Jellies, where an array of eclectic sculptures and meticulously crafted goods by Maine artisans perfectly complement the delectable treats;
  • For your stay, consider Aragosta at Goose Cove, a haven that not only offers oceanfront accommodations in cottages and suites, but also features a fine-dining restaurant. The culinary marvels curated by a renowned chef, who collaborates directly with local fishermen and farmers, ensure a delectable journey through the freshest and most creative cuisine.

11. Rockport

  • Nestled in coastal Knox County, Rockport emanates a captivating charm with its petite, picturesque harbor and an array of impeccably preserved historic structures. Its allure is so striking that visiting Rockport feels like stepping into an idyllic postcard scene. The town boasts the Rockport Historic District, a treasure trove of yesteryear’s residential and commercial architecture, underscoring the town’s commitment to preserving its rich heritage. A leisurely stroll around this district unveils Rockport’s storied past in a profoundly charming way;
  • Beyond its architectural splendor and the scenic vistas of its tranquil harbor, Rockport is famed for a unique attraction: the collection of Belted Galloway cattle at Aldermere Farm, an establishment with a remarkable 136-year history. This renowned landmark lures tourists seeking a memorable experience. At Aldermere Farm, visitors enjoy immersive tours, granting them the privilege to get up close and personal with the affectionately nicknamed ‘Oreo cows’ that have become synonymous with the farm.

12. Bucksport

  • Once a bustling mill town, Buckport now rests gracefully along the Penobscot River, boasting a vibrant waterfront that offers enchanting vistas of the Penobscot Narrows Bridge and Fort Knox. A paved walkway, stretching nearly a mile, provides the perfect avenue for leisurely strolls. Here, visitors can bask in the scenery, perhaps seated on a bench, savoring the delights of fried clams from the nearby Crosby’s Drive-In;
  • For those seeking a sip of local flavors, Friars’ Brewhouse Tap Room awaits, offering a selection of regional beers. A delightful pause between perusing the shops that line Main Street, this establishment adds a touch of camaraderie to your exploration.

13. Naples

  • Nestled within Maine’s Lakes and Mountains region in the western expanse of the state, you’ll discover an array of picturesque towns, and among them, Naples stands out. This charming destination finds its home between Sebago Lake and Long Lake, with an additional 50 lakes gracing its vicinity. Embrace the aquatic spirit as you embark on water skiing or wakeboarding ventures, or opt for leisure with a tranquil pontoon rental. Culinary indulgences abound, with a wealth of waterfront restaurants and eateries offering the finest in seafood delicacies and delectable blueberry desserts;
  • For your lodging needs, consider the Lakeview Inn, a delightful bed-and-breakfast experience that brings an added touch of ukulele concerts and weekend barbecues, ensuring a truly unforgettable stay.

Conclusion

As we conclude our journey through Maine’s hidden treasures, it’s evident that this state holds a treasure trove of diverse and enchanting destinations. From the rugged coastlines to the tranquil lakes, from historic towns to artistic havens, Maine’s hidden gems offer a glimpse into the soul of the state. Whether you’re drawn to the charm of small towns, the majesty of natural landscapes, or the rich tapestry of history, these hidden treasures beckon with their allure, waiting to be discovered by the intrepid traveler.