15 Best Things to Do in Cumberland (Maine)

Imagine a place where classic New England charm meets unspoiled natural beauty, all wrapped in a friendly, welcoming atmosphere. Welcome to Cumberland, Maine, a hidden gem nestled just north of Portland. While many travelers flock to the coast, Cumberland offers a refreshing blend of serene landscapes, rich local history, and vibrant community spirit that often goes unnoticed. It’s a destination where you can hike through ancient forests in the morning, delve into fascinating heritage in the afternoon, and savor delicious local flavors by evening.

What makes Cumberland truly special is its ability to offer both peaceful solitude and engaging activities, catering to every type of traveler. Whether you’re seeking outdoor adventure, a quiet cultural escape, or simply a charming retreat, Cumberland promises an authentic Maine experience without the typical tourist crowds. The best time to visit is from late spring through early fall, when the weather is perfect for exploring the extensive trail networks and enjoying the vibrant local scene. However, winter offers its own cozy allure, with opportunities for cross-country skiing and enjoying the warmth of local establishments. Pack layers, embrace the slower pace, and prepare to discover a side of Maine you never knew existed.

Cumberland Historical Society

Stepping into the Cumberland Historical Society is like opening a living storybook of this charming Maine town. Housed in a beautifully preserved building, this society is a treasure trove for anyone curious about the roots and evolution of Cumberland. You will discover meticulously curated exhibits showcasing everything from early agricultural tools and maritime artifacts to vintage clothing and photographs that paint vivid pictures of bygone eras. It’s not just a collection of dusty relics; it’s a vibrant narrative of the lives, struggles, and triumphs of the people who shaped this community.

What makes it unique is the deep personal connection you can feel to the past here, often facilitated by knowledgeable volunteers eager to share anecdotes and insights. Visitors can expect to spend time browsing the exhibits, poring over old town records, or even researching their own family history in the dedicated archives. This is an ideal spot for history buffs, curious solo travelers, and families looking to spark an interest in local heritage among younger generations. Visiting during a weekday morning often means a quieter experience, allowing you more time to absorb the details and engage with the exhibits at your own pace. The society frequently hosts events and lectures, so checking their schedule beforehand can add an extra layer of engagement to your visit.

Greely Institute

The majestic Greely Institute stands as a prominent architectural landmark and a cornerstone of Cumberland’s educational legacy. While primarily a functioning high school, its historic facade and impressive grounds offer a glimpse into the town’s commitment to education and community development over the centuries. Named after one of Cumberland’s influential families, the building itself is a testament to classic New England institutional design, with its stately brickwork and traditional detailing. What makes it unique is its dual role as both a bustling modern educational facility and a symbol of enduring history.

Visitors cannot typically enter the school during operating hours for casual tours, but you can certainly admire its grand exterior and the surrounding campus. This is particularly appealing for those interested in architecture, local history, or simply appreciating the beauty of well-preserved civic buildings. Strolling around the perimeter, you can take in the quiet dignity of the place and imagine generations of students passing through its doors. The best time to visit is outside of school hours, perhaps on a weekend or during the summer, to avoid disrupting student activities and to find easier parking. While it’s a quick stop, it offers a moment to reflect on the educational foundations that underpin this close-knit community.

Prince Memorial Library

The Prince Memorial Library is more than just a place to borrow books; it’s a vibrant hub at the heart of Cumberland’s community life. This welcoming institution offers a diverse collection of literature, media, and resources, catering to all ages and interests. What makes it unique is its strong emphasis on community engagement, regularly hosting events ranging from children’s story times and book clubs to author readings and local art exhibits. You will find cozy reading nooks perfect for a quiet afternoon with a new novel, public computers for catching up on emails, and a friendly staff always ready to assist.

It’s a place where locals gather, ideas are shared, and learning is celebrated. For visitors, it offers a chance to experience the authentic rhythm of Cumberland life, perhaps by attending a free event or simply enjoying a peaceful moment of respite. Families will appreciate the dedicated children’s section, while solo travelers can find a quiet corner to work or relax. The library provides a perfect indoor activity, especially on a rainy day or when you need a break from outdoor adventures. Consider checking their online calendar before your visit to see if any special programs align with your interests.

Twin Brook Recreation Area

Twin Brook Recreation Area is a sprawling natural playground that offers something for every outdoor enthusiast, no matter the season. This expansive park boasts an impressive network of well-maintained trails winding through forests and open fields, perfect for walking, running, or mountain biking. What makes Twin Brook truly special is its versatility; in the winter, it transforms into a premier destination for cross-country skiing and snowshoeing, with groomed trails providing exhilarating experiences. You will also find a popular 18-hole disc golf course, drawing players from across the region.

The area is incredibly dog-friendly, making it a fantastic spot for pet owners to let their furry friends explore off-leash in designated areas. Families will love the wide-open spaces for picnicking and playing, while solo adventurers can find challenging trails for a rigorous workout. The best time to visit depends on your preferred activity, but spring and fall offer stunning foliage and pleasant temperatures for hiking. Be prepared for varied terrain, from gentle slopes to more challenging ascents, and always check the conditions before heading out, especially after rain or snow. It’s a place where you can easily spend an entire afternoon immersed in nature.

Royal River Park

Nestled along the banks of its namesake river, Royal River Park offers a serene escape and a picturesque setting right in the heart of Yarmouth, a short drive from Cumberland. While technically in a neighboring town, its accessibility and beauty make it a must-visit for anyone exploring the Cumberland area. This beautiful park features paved walking paths that meander alongside the Royal River, offering tranquil water views and opportunities for birdwatching. What makes it unique is the stunning waterfall and historic mill ruins, which add a touch of rustic charm and provide excellent photo opportunities.

You will find several benches perfect for quiet contemplation or enjoying a picnic lunch with the soothing sound of rushing water as your soundtrack. It’s an ideal spot for a leisurely stroll, a morning jog, or simply unwinding amidst nature. Couples seeking a romantic walk, families with young children needing an easy, safe path, and solo travelers looking for peaceful reflection will all find something to love here. The park is particularly beautiful in the spring when everything is blooming, and in the fall when the foliage bursts into vibrant colors. Early mornings often provide the most peaceful experience, with soft light illuminating the river.

Beth Condon Pathway

The Beth Condon Pathway is a fantastic example of Cumberland’s commitment to active living and community connection. This multi-use paved trail provides a safe and scenic route for pedestrians and cyclists, linking various parts of the town and offering a pleasant way to explore. What makes it unique is its dedication to providing a non-motorized transportation option, allowing you to seamlessly connect from residential areas to local businesses and recreational spots without needing a car. You will experience a smooth, well-maintained surface perfect for walking, jogging, biking, or even rollerblading.

It’s a wonderful resource for daily exercise and a leisurely way to discover Cumberland’s quieter corners. The pathway is particularly popular with families with young children, as it offers a safe environment away from vehicle traffic. Solo travelers looking for a clear, easy-to-navigate route for their morning run will also appreciate its convenience. While it doesn’t feature dramatic vistas, its value lies in its practicality and the gentle immersion it provides into the local landscape and community. Visit any time the weather is cooperative, but spring and fall offer the most comfortable temperatures for extended use.

William Merrill Monument

The William Merrill Monument stands as a quiet but significant tribute to a local hero, deeply embedded in Cumberland’s history. Located in a prominent spot, this monument commemorates William Merrill, a Revolutionary War veteran who played a notable role in the early days of the town. What makes it unique is its representation of the deep historical roots and patriotic spirit that define many New England communities. While it’s a relatively small and unassuming landmark, it offers a moment for reflection on the sacrifices and foundational efforts of those who came before.

You will find a stone marker or statue, often accompanied by a plaque detailing Merrill’s contributions and the monument’s significance. It’s a quick stop, perfect for history enthusiasts or anyone interested in understanding the local narrative beyond the more obvious attractions. This monument is best visited during daylight hours, allowing you to clearly read the inscriptions and appreciate its simple dignity. It serves as a reminder that even in seemingly quiet towns, profound historical events and figures have shaped their present. It’s an ideal spot for a brief, contemplative pause during your exploration of Cumberland.

Cumberland Town Forest Trail

For those craving a true immersion in Maine’s natural woodlands, the Cumberland Town Forest Trail offers an authentic hiking experience. This expansive town forest features a network of unpaved, natural trails that wind through dense woods, offering a peaceful escape from everyday hustle. What makes it unique is its raw, untouched beauty, providing a genuine sense of wilderness right within town limits. You will discover varied terrain, from gentle slopes to rocky paths, making it suitable for hikers of different skill levels.

The forest is teeming with local flora and fauna, making it an excellent spot for birdwatching or simply enjoying the rustling leaves and the scent of pine. It’s a perfect destination for avid hikers, nature photographers, and anyone looking to unplug and reconnect with the environment. Solo adventurers will appreciate the quiet solitude, while families with older children can enjoy a challenging yet rewarding outdoor activity. The best time to visit is during the spring and fall when the temperatures are moderate, and the forest is either bursting with new life or ablaze with autumn colors. Be sure to wear sturdy shoes, as trails can be uneven and muddy after rain.

Lucinda’s Day Spa

After days of exploring trails and historical sites, Lucinda’s Day Spa offers the perfect opportunity to unwind and rejuvenate. This local oasis provides a range of luxurious treatments designed to soothe your body and mind. What makes it unique is its commitment to creating a tranquil and personalized experience, focusing on holistic well-being. You can indulge in a relaxing massage, a revitalizing facial, or a pampering manicure and pedicure, all delivered by skilled professionals in a serene environment.

It’s a wonderful way to treat yourself and escape the stresses of travel, leaving you feeling refreshed and ready for more adventures. This is an ideal destination for solo travelers seeking self-care, couples looking for a shared relaxation experience, or anyone in need of a little pampering. Booking your appointment in advance is highly recommended, especially if you have specific times or services in mind, as popular slots fill up quickly. Consider visiting on a weekday for a potentially quieter and more intimate experience. Lucinda’s provides a delightful contrast to Cumberland’s rugged outdoors, offering a touch of indulgence to your trip.

Broad Cove Reserve

Broad Cove Reserve, though technically located in Cumberland’s coastal neighbor, Falmouth, is an absolute must-visit for anyone in the Cumberland area seeking stunning ocean views and pristine natural beauty. This picturesque reserve offers direct access to the rocky coastline, featuring a beautiful pebble beach and opportunities for exploring tide pools at low tide. What makes it unique is the dramatic contrast between the dense woodlands that lead to the shore and the expansive, sparkling waters of Broad Cove. You will discover winding trails through the woods that open up to breathtaking vistas of Casco Bay, perfect for leisurely walks or quiet contemplation.

It’s an ideal spot for nature lovers, photographers, and families eager to explore marine life in the tide pools. Birdwatchers will also find plenty to observe along the shore. The best time to visit is during low tide if you want to explore the tide pools, but any time offers stunning views. Early mornings can be incredibly peaceful, with the rising sun casting a golden glow over the water. Be sure to wear appropriate footwear for rocky terrain if you plan to venture onto the beach.

Fishing

Maine is synonymous with its waters, and fishing in and around Cumberland offers an authentic taste of this beloved pastime. Whether you prefer the tranquility of freshwater lakes and rivers or the thrill of saltwater angling in Casco Bay, there are abundant opportunities to cast a line. What makes fishing here unique is the sheer variety of experiences available within a short drive. You can try your hand at catching trout in a quiet stream, bass in a local pond, or venture out onto the bay for striped bass, mackerel, or even bluefish.

It’s an activity that appeals to seasoned anglers seeking a challenge, families looking to introduce children to the joys of fishing, or anyone simply wanting to enjoy the peaceful solitude of being on the water. Local bait and tackle shops can provide all the necessary gear and invaluable advice on hot spots and current regulations. Remember that a valid Maine fishing license is required, which can be easily obtained online or at local vendors. Early mornings and late afternoons are typically the best times for success, and the spring and fall offer excellent conditions without the summer crowds.

Peak’s Island

While not directly in Cumberland, a day trip to Peak’s Island is an essential Maine experience easily accessible from Portland, just a short drive south. This charming island, a mere 20-minute ferry ride from the mainland, offers a delightful escape into island life. What makes Peak’s Island unique is its blend of quaint village charm, rugged coastline, and a relaxed, car-free atmosphere (though cars are allowed, many prefer to bike or walk). You will find scenic roads perfect for cycling, rocky beaches ideal for shell collecting, and historic forts to explore.

There are also charming shops, art galleries, and casual eateries where you can grab a bite. It’s a perfect destination for families, couples, and solo travelers seeking a quintessential Maine island adventure. Renting a bike upon arrival is highly recommended as it’s the best way to explore the entire island at your own pace. The best time to visit is during the warmer months, from late spring through early fall, when all businesses are open and the ferry schedule is most frequent. Don’t miss the chance to witness a stunning sunset over the ocean before heading back to the mainland.

Eartha

Prepare to be amazed by Eartha, the world’s largest revolving and rotating globe, housed within the headquarters of DeLorme (now Garmin) in nearby Yarmouth, just a stone’s throw from Cumberland. What makes Eartha truly unique is its sheer scale and impressive engineering; standing over 41 feet in diameter, it’s a breathtaking representation of our planet. You will witness the continents and oceans slowly moving as the globe rotates, providing a stunning visual lesson in geography and planetary motion. It’s an incredibly cool and educational experience that appeals to all ages, from curious children to seasoned travelers.

This attraction is perfect for families, science enthusiasts, or anyone who appreciates innovative design. It offers a fantastic indoor activity, making it a great option for a rainy day or when you need a break from outdoor adventures. The best time to visit is during their public viewing hours, typically weekdays, when you can fully appreciate its grand scale in a quiet setting. It’s a quick stop that leaves a lasting impression, reminding you of the vastness and beauty of our world.

Cumberland Food Company

The Cumberland Food Company is more than just a grocery store; it’s a beloved local institution and a true culinary gem in the heart of town. This charming market and deli specializes in high-quality, locally sourced products, gourmet foods, and delicious prepared meals. What makes it unique is its commitment to supporting local farmers and artisans, offering a curated selection of fresh produce, artisanal cheeses, baked goods, and specialty items you won’t find in a standard supermarket. You will discover an inviting atmosphere where you can grab a freshly brewed coffee, pick up ingredients for a gourmet picnic, or enjoy a delectable sandwich made to order at their deli counter.

It’s a perfect stop for foodies, travelers looking for authentic local flavors, and anyone needing provisions for their Cumberland adventures. Families can pick up snacks, while solo travelers can enjoy a quick, high-quality lunch. The best time to visit is during the morning to browse their freshest selections or outside of the lunch rush if you’re planning to order from the deli. Don’t miss the chance to chat with the friendly staff, who are often passionate about their local offerings.

Louie’s Grille