TOP 30 Best Trails for hiking 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.

Welcome to the Ashuwillticook Rail Trail Parking Area, conveniently located on Farnams Road in the charming town of Cheshire, Massachusetts. Nestled in the heart of the Berkshires, our parking facility serves as the perfect starting point for your outdoor adventure along the scenic Ashuwillticook Rail Trail. Whether you're planning a leisurely stroll, an invigorating bike ride, or a peaceful day of nature observation, our spacious and well-maintained parking area provides easy access to this beautiful multi-use trail. Open year-round, the Ashuwillticook Rail Trail Parking Area offers a safe and accessible spot to leave your vehicle as you explore the stunning landscapes of the Berkshires. We pride ourselves on providing a clean and secure environment for all our visitors, ensuring you have a pleasant experience from the moment you arrive. Come and discover the natural beauty that awaits you, and let the Ashuwillticook Rail Trail Parking Area be your gateway to adventure.

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.

Hoosac Range Trail is a beautiful park and popular tourist attraction located at 2441 Mohawk Trail in North Adams, Massachusetts, United States. This scenic trail offers stunning views of the surrounding mountains and valleys, making it a must-visit destination for nature lovers and outdoor enthusiasts. Whether you're looking for a leisurely hike or a challenging trek, Hoosac Range Trail has something for everyone. Come explore the natural beauty of this iconic trail and experience the tranquility of the great outdoors.

The Ashuwillticook Rail Trail is a popular park and tourist attraction located in Cheshire, Massachusetts, United States. This scenic trail stretches along the former railroad tracks, offering visitors a beautiful and peaceful setting to enjoy outdoor activities such as walking, jogging, biking, and bird-watching. With its stunning views of the surrounding nature and well-maintained paths, the Ashuwillticook Rail Trail is a perfect destination for nature lovers and outdoor enthusiasts of all ages. Whether you're looking for a leisurely stroll or an invigorating bike ride, this trail provides a serene escape from the hustle and bustle of everyday life.

The Silvio O. Conte Nature Trail, located at Moody Bridge Road in Hadley, Massachusetts, is a beautiful park and tourist attraction that offers visitors a unique opportunity to explore the natural beauty of the Fort River Division of the Silvio O. Conte National Fish & Wildlife Refuge. With 260 acres of forests, riverlands, and grasslands, the trail provides exceptional wildlife habitat for birds and other animals. The Fort River Trail, which spans 1.2 miles, takes visitors through picturesque landscapes and offers excellent opportunities for bird-watching and wildlife observation. The trail is constructed with boardwalks and flat surfaces, making it universally accessible to wheelchairs, strollers, and the blind.

Welcome to Ashuwillticook Rail Trail H.Q., your gateway to outdoor adventure and natural beauty in Cheshire, Massachusetts. Nestled at 1630 Massachusetts 8, our park serves as the perfect starting point for exploring the renowned Ashuwillticook Rail Trail. This scenic trail offers a serene escape for walkers, cyclists, and nature enthusiasts alike, stretching through picturesque landscapes that showcase the best of New England's charm. At Ashuwillticook Rail Trail H.Q., we provide visitors with all the information and amenities needed for a memorable day out. Whether you're looking to embark on a leisurely stroll, a vigorous bike ride, or simply enjoy the tranquility of the surrounding environment, our park is the ideal destination. Our friendly staff is here to assist you with trail maps, local tips, and any questions you might have to ensure a delightful experience.

Old Mill Trail is a picturesque park located on Old Dalton Road in Hinsdale, Massachusetts, United States. This charming institution offers visitors the opportunity to enjoy a leisurely stroll or hike through the beautiful natural surroundings. With well-maintained paths, scenic views, and the peaceful sound of a nearby stream, Old Mill Trail is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking for a peaceful retreat or a place to exercise and unwind, this park is sure to provide places for relaxation and enjoyment.

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.

Nestled in the picturesque town of Charlemont, Massachusetts, Mohawk Trail State Forest offers a tranquil escape into nature. This campground, lodging, and park is the perfect destination for outdoor enthusiasts looking to explore the beauty of the Berkshire Mountains. With over 6,000 acres of pristine wilderness to explore, visitors can enjoy hiking, fishing, and camping in a serene and peaceful setting. The Cold River Road location provides easy access to the forest's many trails and scenic overlooks, making it an ideal spot for a weekend getaway or a longer vacation. Whether you're looking to relax in a cozy cabin, pitch a tent under the stars, or simply unwind in the great outdoors, Mohawk Trail State Forest has something for everyone.

Welcome to Dartmouth Regional Park & Trails, your premier destination for both active and passive recreation in Dartmouth, Massachusetts. Conveniently located at 443 Old Fall River Road, our multi-faceted regional park offers a variety of amenities and activities for visitors of all ages and interests. Whether you're looking to engage in sports or simply enjoy the great outdoors, DRPT has something for everyone. Our facilities include basketball, volleyball, and tennis courts, as well as playground equipment for the little ones. Sports enthusiasts can also take advantage of our well-maintained ball fields—please visit our website for reservation information.

Welcome to the Lower Neponset River Trail, a serene urban oasis nestled in the heart of Boston, Massachusetts. Located at Neponset Trail, Boston, MA 02126, this picturesque park offers a perfect escape for nature lovers, fitness enthusiasts, and families alike. Stretching along the scenic Neponset River, the trail provides a peaceful retreat from the hustle and bustle of city life. Explore miles of well-maintained pathways ideal for walking, jogging, biking, and bird watching. The trail is rich with lush greenery and diverse wildlife, offering a refreshing experience for all who visit. With multiple entry points and convenient access, the Lower Neponset River Trail is a beloved community treasure.

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.

The West Fitchburg Steamline Trail is a beautiful park located at 491-507 Westminster Street in Fitchburg, Massachusetts, United States. This scenic trail offers a peaceful escape from the hustle and bustle of city life, with lush greenery and a tranquil atmosphere. Perfect for a leisurely stroll, jog, or bike ride, the West Fitchburg Steamline Trail is a popular destination for outdoor enthusiasts and nature lovers alike. Whether you're looking to enjoy a picnic with friends or simply unwind in a serene setting, this park is the ideal spot to relax and recharge.

The Cape Cod Rail Trail Trailhead Station Ave. is a park located at 460 Station Avenue in Yarmouth, Massachusetts, United States. This trailhead serves as the starting point for the scenic Cape Cod Rail Trail, a popular 22-mile long biking and walking path that meanders through picturesque landscapes and charming towns on Cape Cod. Visitors can enjoy a leisurely stroll or bike ride along the trail, taking in the natural beauty and historic sites along the way. The station avenue offers convenient parking, restrooms, and information about the trail, making it the perfect starting point for a day of outdoor adventure on Cape Cod.

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 Jerusalem Rd, nestled in the picturesque town of Tyringham, Massachusetts. As a vital part of the Appalachian National Scenic Trail, we have been dedicated to the management and conservation of this iconic trail since 1925. Our mission is to protect, manage, and advocate for the Appalachian Trail, ensuring its beauty and accessibility for generations to come. Visitors can enjoy the breathtaking views from the popular McAfee Knob, a highlight of our protected viewshed. As a member, you’ll receive an oversized Appalachian Trail strip map, a subscription to our membership magazine, A.T. Journeys, exclusive discounts at the Ultimate A.T. Store®, and invitations to special events.

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 the Reformatory Branch Trail, a serene and picturesque park located in the heart of Concord, Massachusetts. Nestled at Reformatory Branch Trail, Concord, MA 01742, this beautiful natural haven offers a perfect escape for nature enthusiasts, families, and anyone seeking tranquility. Explore the scenic trails that wind through lush forests and open meadows, providing an ideal setting for hiking, biking, and leisurely walks. The park is rich in history and natural beauty, offering visitors a chance to connect with the great outdoors while enjoying the diverse wildlife and vibrant plant life that call this area home.

Welcome to Case Estates - Legacy Trail, a serene and picturesque park nestled in the heart of Weston, Massachusetts. Located at 02493, our beautiful park offers visitors a perfect escape into nature, where tranquility and natural beauty abound. Whether you're a local resident or a visitor exploring the area, Case Estates - Legacy Trail provides an ideal setting for leisurely walks, peaceful picnics, and rejuvenating outdoor activities. Discover the rich history and vibrant landscapes that define our park, as you wander along well-maintained trails that wind through lush greenery and scenic vistas. Perfect for families, nature enthusiasts, and anyone seeking a moment of peace, our park is a cherished community gem that invites you to experience the splendor of the great outdoors.

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 Leonhard Farm Trail, a serene and picturesque park nestled in the heart of North Andover, Massachusetts. Located at North Andover, MA 01845, our park offers a tranquil escape from the hustle and bustle of everyday life. Perfect for nature enthusiasts and families alike, Leonhard Farm Trail boasts a variety of scenic walking trails that meander through lush landscapes and offer breathtaking views of the surrounding area. Whether you're looking to enjoy a leisurely stroll, a brisk jog, or a peaceful picnic, our park provides the perfect setting. With well-maintained paths and ample seating areas, visitors can immerse themselves in the natural beauty and tranquility that our park has to offer. Our commitment to preserving the environment ensures that Leonhard Farm Trail remains a pristine and welcoming destination for all.

Welcome to Kristen Crawley Rail Trail Trailhead, your gateway to outdoor adventure in Peabody, Massachusetts! Nestled in the heart of Essex County, our trailhead offers a serene escape from the hustle and bustle of everyday life, inviting nature enthusiasts, families, and fitness lovers alike to explore the scenic beauty of the region. Located at the historic rail trail in Peabody, Massachusetts 01960, Kristen Crawley Rail Trail Trailhead serves as the perfect starting point for your journey along the picturesque pathways that wind through lush woodlands and open landscapes. Whether you're looking to enjoy a leisurely walk, a brisk jog, or a refreshing bike ride, our well-maintained trails provide a safe and enjoyable environment for all ages.

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 Old Eastern Marsh Trail, a serene and picturesque park located in the heart of Salisbury, Massachusetts. Nestled at the address Old Eastern Marsh Trail, Salisbury, MA 01952, this beautiful natural retreat offers a perfect escape for outdoor enthusiasts, families, and anyone seeking a tranquil experience amidst nature. The Old Eastern Marsh Trail is renowned for its scenic beauty and rich biodiversity, making it an ideal destination for walking, jogging, cycling, and birdwatching. The trail meanders through lush marshlands and offers stunning views of the surrounding landscapes, providing a peaceful backdrop for relaxation and recreation.

Welcome to New Boston Trail, a hidden gem nestled in the heart of the Mattapoisett River Reserve at 325 New Boston Road, Fairhaven, Massachusetts. Operated by the Buzzards Bay Coalition, this picturesque park offers a serene escape into nature, where visitors can explore a mile-long trail through diverse forest and wetland habitats. Awarded the 2021 Coastal Stewardship Award by the Coastal and Estuarine Research Federation (CERF), the Buzzards Bay Coalition is dedicated to protecting and preserving the natural beauty of Buzzards Bay. New Boston Trail is a testament to this commitment, offering a tranquil environment for everything from a leisurely afternoon walk to an adventurous day of exploration.