TOP 30 Best Trails for hikers in Massachusetts

Hatches Harbor Trail is a scenic hiking trail located in Provincetown, Massachusetts, within the Cape Cod National Seashore. This trail offers breathtaking views and diverse terrains, making it one of the most beautiful areas on the upper cape. The trail starts at the Hatches Harbor parking lot on Province Lands Road and is approximately 1.75 miles long one way. Hikers can explore a variety of landscapes, from pine forests to marshes, before reaching the iconic Race Point Lighthouse. The trail passes through an old fire road and transitions into deep beach sand, requiring hikers to adjust their pace accordingly. Along the way, hikers can enjoy the stunning views of the marsh, with the opportunity to see wildlife and bird species. The trail culminates in a climb over a steep sand dune, offering a challenging yet rewarding experience.

Welcome to the Appalachian Trail at Lake Buel Rd, a stunning natural haven nestled in the heart of Great Barrington, Massachusetts. As part of the renowned Appalachian National Scenic Trail, this picturesque park offers outdoor enthusiasts a unique opportunity to explore one of the most beautiful sections of the trail. Located at Great Barrington, MA 01230, our park provides visitors with breathtaking vistas, lush forests, and serene landscapes that are perfect for hiking, bird watching, and photography. Whether you're a seasoned hiker or a casual nature lover, the Appalachian Trail at Lake Buel Rd promises an unforgettable experience.

Explore Shaw Farm Trail - A Hidden Gem in Buzzards Bay Discover the natural beauty and tranquility of Shaw Farm Trail, a remarkable destination nestled in Mattapoisett, Massachusetts. Operated by the esteemed Buzzards Bay Coalition, this park and tourist attraction offers a unique opportunity to explore the diverse landscapes of coastal farmland and forests, all while contributing to the preservation of Buzzards Bay's pristine environment.

Red Maple Swamp Trail is a stunning natural oasis located in Eastham, Massachusetts. This park is a popular tourist attraction, offering visitors the opportunity to explore a beautiful red maple swamp environment. The trail winds through lush forests, over wooden boardwalks, and past serene ponds, providing a peaceful and immersive experience in nature. Whether you're a nature lover, hiker, or simply looking for a tranquil escape, Red Maple Swamp Trail is the perfect destination for outdoor enthusiasts of all ages.

Welcome to the Appalachian Trail in Becket, Massachusetts! Nestled in the heart of the scenic Berkshire Mountains, the Appalachian Trail in Becket, Massachusetts, offers an unforgettable experience for nature lovers, hikers, and outdoor enthusiasts. As part of the iconic Appalachian National Scenic Trail, this section is renowned for its breathtaking landscapes, diverse wildlife, and rich natural history.

The Cape Cod Rail Trail Parking Route 137 is a convenient parking facility located at 500 Long Pond Road in Brewster, Massachusetts. Situated near the popular Cape Cod Rail Trail, this parking lot provides easy access for cyclists and hikers looking to explore the scenic trail. With ample parking space and a convenient location just off Route 137, this facility is the perfect starting point for a day of outdoor adventure on Cape Cod. Whether you're looking to bike, walk, or jog along the trail, the Cape Cod Rail Trail Parking Route 137 has you covered.

Ice Glen Trail is a unique park located in Stockbridge, Massachusetts, United States. Visitors can enjoy a challenging hike through a glacial ravine, navigating giant boulders while surrounded by old pine and hemlock trees. The rocks in the glen are said to retain ice and snow well into the summer months. At the north end of the trail, visitors can see an inscription from the donor, David Dudley Field, on a flat rock face. At the south end of the trail, there is reportedly the tallest pine tree in Massachusetts. To reach the trail, visitors must cross the Goodrich Memorial footbridge and continue up the path. The trail is difficult, with some sections requiring climbing and careful navigation. It offers a unique and adventurous outdoor experience for nature lovers and hikers.

Welcome to Ponkapoag Trail Parking, your gateway to the natural beauty and tranquility of Ponkapoag Trail in Milton, Massachusetts. Nestled in the heart of the scenic Blue Hills Reservation, our park offers visitors a perfect starting point for outdoor adventures. Whether you're an avid hiker, a nature enthusiast, or simply looking for a peaceful escape, Ponkapoag Trail Parking provides convenient access to miles of picturesque trails, lush woodlands, and serene ponds. Our well-maintained parking facilities ensure a hassle-free experience, allowing you to focus on exploring the stunning landscapes and diverse wildlife that the area has to offer. Come and discover the natural wonders of Ponkapoag Trail, where every visit promises a refreshing and invigorating experience.

Welcome to "Parking For Fairhaven Bike Path," your gateway to the stunning natural beauty and recreational opportunities of Fairhaven, Massachusetts. Conveniently located in Fairhaven, MA 02719, our park provides easy access to the Phoenix Bike Trail, a 4.5-mile flat, paved path that winds through enchanting forests, salt marshes, and charming neighborhoods. This scenic trail is perfect for bicyclists, runners, and walkers of all ages and abilities, offering a safe and enjoyable environment to explore. The Phoenix Bike Trail is part of the South Coast Bikeway, a regional network of bike paths in southeastern Massachusetts. For those seeking a longer adventure, the trail seamlessly connects to the Mattapoisett Rail Trail, extending your journey by an additional mile. Nature enthusiasts can also venture onto the Shaw Farm Trail, leading to the rocky shores of Nasketucket Bay, or explore the Little Bay Extension's serene marshlands.

Welcome to the Appalachian Trail Nestled in the scenic beauty of Mount Washington, Massachusetts, the Appalachian Trail is a cherished natural treasure that has been overseen and conserved since 1925. As one of the most iconic parks in the United States, the Appalachian National Scenic Trail offers breathtaking views and unforgettable experiences for nature enthusiasts and adventurers alike.

Welcome to Burbank Trail Trailhead, your gateway to nature's serenity nestled in the picturesque landscapes of Richmond, Massachusetts. Located on Richmond Mountain Road, our park offers a tranquil escape for outdoor enthusiasts and families alike. Immerse yourself in the lush greenery and scenic vistas that define this beautiful region. Whether you're an avid hiker, a casual walker, or simply looking to enjoy a peaceful day in nature, Burbank Trail Trailhead provides a variety of trails suited for all skill levels. Explore winding paths through dense forests, discover hidden streams, and enjoy breathtaking views from elevated points. Our well-maintained trails ensure a safe and enjoyable experience for everyone.

Welcome to the Appalachian Trail at Jerusalem Rd, a treasured segment of the iconic Appalachian National Scenic Trail, located in the picturesque town of Lee, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this historic trail, ensuring its beauty and accessibility for generations to come. As a valued visitor or member, you play a crucial role in our mission to protect and preserve the trail. By joining our community, you gain access to exclusive benefits, including an oversized Appalachian Trail strip map, a subscription to our engaging membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Additionally, members receive invitations to special events and unique volunteer opportunities, allowing you to connect with fellow trail enthusiasts and contribute to the trail's upkeep.

Welcome to the Appalachian Trail at Webster Road, nestled within the picturesque Appalachian National Scenic Trail in Tyringham, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this iconic trail, ensuring its natural beauty and accessibility for generations to come. Our commitment to preserving the Appalachian Trail is evident through our efforts, such as securing protection for the breathtaking McAfee Knob viewshed. As a valued member, you'll enjoy exclusive benefits including an oversized Appalachian Trail strip map, a subscription to our informative magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. You'll also receive invitations to special events and have access to unique volunteer opportunities.

Welcome to Ponkapoag Trail, a serene oasis nestled in the heart of Milton, Massachusetts. Located at Ponkapoag Trail, Milton, MA 02186, our park offers a perfect escape into nature for locals and visitors alike. Explore miles of scenic trails that wind through lush forests, tranquil wetlands, and around the pristine Ponkapoag Pond. Whether you’re an avid hiker, a bird-watching enthusiast, or simply looking for a peaceful spot to unwind, Ponkapoag Trail has something for everyone. Enjoy a leisurely walk, a challenging hike, or a relaxing picnic amid the natural beauty of New England. Our park is open year-round, providing a perfect backdrop for every season's unique charm. Discover the tranquility and natural wonders of Ponkapoag Trail, where adventure and relaxation await you.

Welcome to the Ashuwillticook Rail Trail Parking Area, conveniently located at 850 Crane Avenue in Pittsfield, Massachusetts. This well-maintained parking facility provides easy access to the picturesque Ashuwillticook Rail Trail, a popular destination for outdoor enthusiasts. Whether you're planning a leisurely walk, a scenic bike ride, or a peaceful jog, our parking area offers a safe and accessible starting point for your adventure. Situated in a serene setting, it is the perfect spot to begin your exploration of the trail's beautiful landscapes. Ample parking spaces are available to accommodate both local visitors and those traveling from afar. Visit us today and enjoy the natural beauty of the Berkshires right from your doorstep.

Welcome to the Appalachian Trail at Boardman St, a serene and picturesque section of the renowned Appalachian National Scenic Trail, located in Sheffield, Massachusetts. Since 1925, we have been dedicated to the management and conservation of this iconic trail, ensuring its beauty and accessibility for generations to come. Our efforts have secured protection for popular viewsheds, including the breathtaking McAfee Knob. As a member of our community, you can enjoy numerous benefits, such as an oversized Appalachian Trail strip map, a subscription to our exclusive membership magazine, A.T. Journeys, and discounts at the Ultimate A.T. Store®. Additionally, you'll receive invitations to special events and unique volunteer opportunities.

Welcome to Charcoal Trail Trailhead, a serene escape nestled in the picturesque landscape of West Stockbridge, Massachusetts. Located at Michael H. Walsh Trail, our park offers a perfect starting point for nature enthusiasts and adventure seekers alike. Immerse yourself in the tranquility of lush forests, winding trails, and breathtaking vistas that showcase the natural beauty of the Berkshires. Whether you're an avid hiker, a casual walker, or simply looking for a peaceful spot to connect with nature, Charcoal Trail Trailhead provides a variety of trails suitable for all skill levels. Explore the rich biodiversity, discover local wildlife, and enjoy the fresh air as you journey through this charming outdoor haven.

Welcome to Long Trail Southern Terminus, a picturesque park located at the Appalachian National Scenic Trail in Clarksburg, Massachusetts. Nestled in the heart of nature, our park serves as the gateway to the renowned Long Trail, offering breathtaking views and a serene environment for outdoor enthusiasts. Whether you're an avid hiker ready to embark on a long-distance trek or someone seeking a peaceful day in nature, our park provides the perfect starting point. Enjoy well-maintained trails, diverse wildlife, and the tranquility of the great outdoors. Visit us to experience the beauty of New England's natural landscapes and create unforgettable memories.

Discover Hamilton Trail: Your Gateway to Nature Welcome to the Discover Hamilton Trail (DHT), an 8-mile scenic loop nestled in the heart of Hamilton, Massachusetts. This enchanting trail offers a unique opportunity to explore a diverse array of landscapes, weaving through Harvard Forest, the lush expanse of DCR’s Bradley Palmer State Park, the serene Appleton Farms Grass Rides managed by The Trustees of Reservations, and the picturesque Pingree Reservation under the stewardship of the Essex County Greenbelt Association.

Welcome to Broad Cove Nature Trail - West Entrance, a serene escape located at 2800 County Street, Dighton, Massachusetts. This charming park offers a 0.9-mile out-and-back trail, perfect for those seeking a peaceful walk through nature. Generally considered an easy route, it takes about 17 minutes to complete, making it ideal for a quick getaway. The trail is a favorite among birdwatchers, hikers, and walkers, offering a chance to enjoy solitude during quieter times. Open from April to April, this trail welcomes dogs on leashes and provides waste bags at the entrance to ensure a clean environment for all visitors.

Trail Head Outfitter & General Store is a one-stop shop for all your outdoor adventure needs. Located at 1 South Main Street in Orange, Massachusetts, this store is the perfect destination for hikers, campers, and outdoor enthusiasts. From hiking boots and camping gear to trail maps and snacks, they have everything you need to make your next outdoor excursion a success. With a friendly and knowledgeable staff ready to assist you, Trail Head Outfitter & General Store is the go-to spot for all your outdoor gear needs in Orange.

Welcome to Noon Hill Reservation Trail Head, a serene natural oasis located in the heart of Medfield, Massachusetts. Nestled at 170-22 Noonhill Road, this picturesque park offers a perfect escape for nature lovers, hikers, and families looking to explore the great outdoors. Spanning a diverse landscape of lush woodlands, rolling hills, and tranquil ponds, Noon Hill Reservation provides a variety of trails catering to all levels of hiking enthusiasts. Whether you're seeking a leisurely walk or a more challenging trek, you'll find the perfect path amidst the beautiful New England scenery.

Welcome to Pines Trail, your serene escape nestled in the heart of Rowley, Massachusetts. Located in the picturesque 01969 area, Pines Trail offers a tranquil retreat for nature enthusiasts, families, and anyone looking to enjoy the great outdoors. Our beautifully maintained park features winding trails that meander through lush forests, offering visitors a chance to reconnect with nature and enjoy the peaceful surroundings. Whether you're an avid hiker, a casual walker, or simply seeking a quiet spot to relax, Pines Trail provides the perfect setting. With its diverse array of flora and fauna, the park is a haven for wildlife watchers and photographers alike. Families can enjoy a leisurely stroll or a picnic in one of our designated areas, while fitness enthusiasts can take advantage of the well-marked paths for jogging or cycling.

Chapel Ledge Trail is a picturesque park and popular tourist attraction located on Williamsburg Road in Ashfield, Massachusetts, United States. This stunning natural setting offers visitors a chance to explore scenic hiking trails and enjoy breathtaking views of the surrounding landscape. Whether you're an avid hiker or just looking for a peaceful spot to relax and take in the beauty of nature, Chapel Ledge Trail is the perfect destination for outdoor enthusiasts of all ages. Come and experience the tranquility and serenity that this hidden gem has to offer.

Appalachian Trail Parking (Gulf Road) is a convenient parking facility located at 71 Gulf Road in Dalton, Massachusetts, United States. This parking lot is specifically designed for visitors of the Appalachian Trail, providing a safe and secure place to park your vehicle while you explore the beautiful hiking trail. Whether you are embarking on a day hike or a multi-day trek, Appalachian Trail Parking (Gulf Road) offers easy access to the trailhead and ensures that your car is well-protected during your outdoor adventure. With its prime location and ample parking spaces, this institution is a must-use for anyone looking to explore the Appalachian Trail in the Dalton area.

Welcome to Stevens Glen Trail Head, a serene and picturesque park located in the heart of the Berkshires at Lenox Road, West Stockbridge, Massachusetts. Nestled in the lush greenery of Richmond, MA, our park offers a tranquil escape for nature lovers and outdoor enthusiasts. Stevens Glen Trail Head is renowned for its breathtaking landscapes, featuring well-maintained trails that wind through dense forests, alongside babbling brooks, and past stunning waterfalls. Whether you're a seasoned hiker or just looking for a peaceful walk in nature, our trails cater to all skill levels, providing a perfect opportunity to reconnect with the great outdoors.

Welcome to Osgood Hill Trails, a serene and picturesque park nestled in the heart of North Andover, Massachusetts. Located at 723 Osgood Street, our beautiful trails offer a perfect escape into nature for visitors of all ages. Whether you're an avid hiker, a casual walker, or simply seeking a peaceful spot to unwind, Osgood Hill Trails provides a welcoming environment for everyone. Our well-maintained trails meander through lush woodlands, offering stunning views and diverse wildlife. The park is ideal for outdoor enthusiasts looking to explore and appreciate the natural beauty of the area. With clearly marked paths, visitors can enjoy a variety of routes ranging from easy walks to more challenging hikes, making it suitable for all skill levels.

Welcome to Blue Hills - Skyline Trail, a breathtaking natural escape located in the heart of Quincy, Massachusetts. Nestled within the picturesque Blue Hills Reservation, our park is a beloved tourist attraction that offers a perfect blend of adventure, tranquility, and stunning vistas. Spanning over 7,000 acres, Blue Hills - Skyline Trail is renowned for its diverse landscapes, ranging from lush forests and rolling hills to serene ponds and rocky summits. Whether you're an avid hiker, a nature enthusiast, or simply seeking a peaceful retreat from the bustling city life, our trail offers something for everyone.

Cascade Trail - Trailhead is a popular tourist attraction located at 22 Brickyard Court in North Adams, Massachusetts, United States. This park serves as the starting point for the scenic Cascade Trail, a picturesque hiking trail that winds through lush forests and offers stunning views of cascading waterfalls. Visitors can enjoy a leisurely stroll through the tranquil surroundings, take in the fresh air, and immerse themselves in nature. Whether you're an avid hiker or simply looking for a peaceful escape from the hustle and bustle of city life, Cascade Trail - Trailhead is the perfect destination for outdoor enthusiasts of all ages.

Jacob's Ladder Trail is a picturesque park and popular tourist attraction located along U.S. Route 20 in Russell, Massachusetts, United States. This scenic trail offers breathtaking views of the surrounding landscape, making it a favorite spot for hikers and nature enthusiasts. Visitors can enjoy a leisurely stroll through the park, take in the fresh air, and admire the natural beauty of the area. Whether you're looking for a peaceful retreat or an adventurous outing, Jacob's Ladder Trail is the perfect destination for outdoor enjoyment.