TOP 30 Trail riding in Massachusetts

Welcome to Linear Park, a serene urban oasis located at Alewife Linear Park/Somerville Community Path in Cambridge, Massachusetts. Nestled in the heart of the community, Linear Park offers a picturesque escape for residents and visitors alike. Whether you're looking to take a leisurely stroll, enjoy a bike ride, or simply relax amidst nature, our park provides the perfect setting. Linear Park is renowned for its beautifully maintained pathways, lush greenery, and vibrant local flora. It's an ideal spot for families, fitness enthusiasts, and anyone seeking a peaceful retreat from the hustle and bustle of city life. The park's convenient location makes it easily accessible and a favorite destination for those looking to connect with nature without leaving the city.

Welcome to the Tri-Community Greenway, your gateway to nature and recreation in Stoneham, Massachusetts. Conveniently located at Gerry Street, our park offers a serene escape from the hustle and bustle of everyday life. The Tri-Community Greenway is a cherished community treasure, providing a scenic corridor that connects the towns of Stoneham, Woburn, and Winchester. Designed for both relaxation and adventure, our park features well-maintained trails perfect for walking, jogging, cycling, and more. Whether you're looking for a peaceful stroll amidst lush greenery or an invigorating bike ride, the Greenway caters to all ages and fitness levels. Along the way, you'll discover picturesque landscapes, diverse wildlife, and charming spots ideal for picnicking or simply unwinding.

Welcome to Great Blue Hill Chair Ski Lift, a premier destination for outdoor enthusiasts located in the picturesque town of Canton, Massachusetts. Nestled in the heart of a beautiful park, our chair ski lift offers breathtaking views and an unforgettable experience for visitors of all ages. Whether you're an avid skier, a nature lover, or simply looking for a unique adventure, Great Blue Hill has something for everyone. Our state-of-the-art chair lift provides easy access to the stunning slopes and trails of the Great Blue Hill area, allowing you to explore the natural beauty and serenity of this charming locale. As you ascend, enjoy panoramic views of the surrounding landscape, making it a perfect spot for photography and relaxation.

Welcome to the Tri-Community Greenway Trailhead, a scenic park located in the heart of Stoneham, Massachusetts. Nestled in the vibrant community of Stoneham, this trailhead serves as a gateway to the beautiful Tri-Community Greenway, a multi-use trail that connects the towns of Stoneham, Woburn, and Winchester. The Tri-Community Greenway Trailhead is the perfect starting point for outdoor enthusiasts of all ages. Whether you're a hiker, cyclist, runner, or simply someone who loves to explore nature, our trailhead offers easy access to miles of well-maintained paths surrounded by lush greenery and picturesque landscapes. The trail is ideal for both leisurely strolls and more vigorous activities, providing a refreshing escape from the hustle and bustle of everyday life.

Welcome to Harold Parker Parking, your convenient gateway to the breathtaking natural beauty of Harold Parker State Forest. Located at 614-582 Middleton Road, North Andover, Massachusetts, our facility offers easy and secure parking for visitors eager to explore the lush landscapes and serene trails of this beloved park. Whether you're planning a family outing, a day of hiking, or a peaceful retreat into nature, Harold Parker Parking provides the perfect starting point for your adventure. With ample parking spaces, friendly service, and a prime location just minutes from the park's entrance, we ensure a hassle-free experience. Visit us and enjoy the tranquility and outdoor activities that Harold Parker State Forest has to offer.

Welcome to The North End – Italian Neighborhood, your ultimate guide to experiencing the vibrant heart of Boston’s “Little Italy.” Nestled at 14 North Square in Boston, Massachusetts, this charming enclave is a captivating blend of rich history, diverse culture, and exquisite cuisine. Whether you're a local or a visitor, The North End offers a delightful journey through time and taste. Discover the allure of the North End, one of Boston's oldest residential areas, where the echoes of early European settlers mingle with the lively spirit of Italian immigrants. As you stroll through its narrow streets, you'll be greeted by rustic Italian street signs and the irresistible aroma of authentic Italian cuisine emanating from over 100 restaurants, cafés, and bakeries. From traditional dishes to innovative culinary delights, the North End is a paradise for food lovers.

Welcome to Independence Greenway Parking, your convenient gateway to exploring the beautiful trails and natural scenery of Peabody, Massachusetts. Located at 23R Russell Street, our facility offers easy access to the renowned Independence Greenway, a perfect spot for outdoor enthusiasts seeking a refreshing escape. Whether you're planning a leisurely walk, an invigorating run, or a scenic bike ride, our parking area provides a hassle-free start to your adventure. At Independence Greenway Parking, we prioritize your convenience and safety. Our spacious parking lot is designed to accommodate vehicles of all sizes, ensuring a smooth and stress-free experience for all visitors. With our prime location, you're just steps away from immersing yourself in the lush landscapes and picturesque views that the Greenway has to offer.

Discover Donibristle Reservation: A Tranquil Retreat in Topsfield, Massachusetts Nestled high on a ridge above the picturesque landscapes of Topsfield, Massachusetts, Donibristle Reservation is an enchanting park that offers a serene escape into nature. Located at Topsfield, MA 01983, this beautiful reserve is easily accessible and provides ample parking for visitors eager to explore its wonders.

Welcome to Independence Greenway Trailhead, your gateway to outdoor adventure and natural beauty in Peabody, Massachusetts. Nestled at the address Independence Greenway, Peabody, MA 01960, our park offers a serene escape for nature enthusiasts, families, and fitness lovers alike. Discover the picturesque landscapes as you traverse our well-maintained trails, perfect for walking, jogging, cycling, and leisurely strolls. With lush greenery and scenic views, the Independence Greenway Trailhead is a haven for those seeking tranquility and a connection with nature.

Arthur Ewell Reservation Welcome to the Arthur Ewell Reservation, a serene park and tourist attraction located on Haverhill Street in Rowley, Massachusetts. Nestled next to Upper Mill Pond, part of the historic Mill River system, this natural haven offers a unique blend of old fields and diverse pine stands, ranging from young to mature white pines. The open field is lovingly maintained by the Rowley Riding and Driving Club, a testament to the community's dedication to preserving this beautiful landscape.

Welcome to South Weymouth Naval Air Station South Field, a historic site located at 10 Patriot Parkway, Weymouth, Massachusetts. Established in 1942, this renowned air station served as a pivotal United States Navy blimp base during World War II and later transitioned into a hub for Naval Air Reserve Training. Throughout its operational years, the station supported a variety of Navy and Marine Corps reserve aircraft squadrons, playing a crucial role in both wartime and peacetime operations. During World War II, NAS South Weymouth was instrumental in anti-submarine blimp operations, hosting airship patrol squadron ZP-11 and supporting convoy escort missions. The site was also the starting point for the first transatlantic crossings of non-rigid airships, marking a significant milestone in aviation history.

Welcome to Peddocks Island Yurt #2, your serene escape nestled in the picturesque setting of Hull, Massachusetts. Located just a short ferry ride from Boston, our unique yurt offers a perfect blend of rustic charm and modern comfort, ideal for campers, nature enthusiasts, and anyone seeking a peaceful getaway. Surrounded by the natural beauty of Peddocks Island, our yurt provides an unparalleled lodging experience. Enjoy the tranquility of the island's lush landscapes, scenic hiking trails, and stunning waterfront views. Whether you're looking to explore the historic sites, engage in outdoor activities, or simply relax under the stars, Peddocks Island Yurt #2 is your perfect home away from home.

Welcome to Peddocks Island Yurt #5, your serene escape nestled in the heart of Boston Harbor Islands National and State Park, located in Hull, Massachusetts. This unique lodging experience offers the perfect blend of rustic charm and modern comfort, ideal for nature enthusiasts and adventure seekers alike. Surrounded by breathtaking views and rich history, our yurt provides a cozy and memorable stay for families, couples, and solo travelers. Peddocks Island Yurt #5 is part of a beautiful campground that invites guests to disconnect from the hustle and bustle of everyday life and reconnect with nature. Equipped with comfortable sleeping arrangements, our yurt ensures a restful night's sleep under the stars, while amenities like picnic areas and fire pits enhance your outdoor experience. Enjoy easy access to hiking trails, wildlife observation, and stunning beachfronts, making it an ideal spot for outdoor recreation and relaxation.

Welcome to Bradley Palmer State Park Parking, conveniently located at 40 Asbury Street, Topsfield, Massachusetts. Nestled within the scenic beauty of Bradley Palmer State Park, our parking facility provides easy and accessible entry to one of the region's most cherished natural reserves. Our park is a haven for outdoor enthusiasts, offering a serene escape with miles of trails for hiking, biking, and horseback riding, as well as picturesque picnic spots and a wading pool for family-friendly fun. Whether you're visiting to explore the lush landscapes, enjoy a leisurely stroll, or partake in seasonal activities, Bradley Palmer State Park Parking ensures a hassle-free start to your adventure. Our parking area is well-maintained and secure, providing peace of mind while you immerse yourself in the park's natural splendor. We are committed to enhancing your visit by offering a convenient and reliable parking solution.

Welcome to Hingham Bike Path, a serene escape nestled in the charming town of Hingham, Massachusetts. Located at the heart of the community, our park offers a delightful blend of natural beauty and recreational opportunities for visitors of all ages. Whether you're an avid cyclist, a leisurely walker, or someone seeking a peaceful outdoor retreat, Hingham Bike Path is the perfect destination. Our well-maintained trails meander through picturesque landscapes, offering scenic views that change with the seasons. Enjoy a leisurely ride or a brisk walk amidst lush greenery, vibrant wildflowers, and the calming sounds of nature. The path is designed to accommodate both cyclists and pedestrians, ensuring a safe and enjoyable experience for everyone.

Welcome to Rockland Abington Railtrail, your serene escape nestled in the heart of Rockland, Massachusetts. Located at 167 Union Street, our picturesque park offers a delightful retreat for nature enthusiasts, families, and outdoor adventurers. The Rockland Abington Railtrail is a beautifully maintained trail that provides a perfect setting for walking, jogging, biking, and enjoying the great outdoors. Stretching through lush landscapes and scenic vistas, our trail invites visitors to immerse themselves in nature while exploring the rich history of the area. Whether you're seeking a peaceful walk, a vigorous run, or a leisurely bike ride, the Rockland Abington Railtrail offers an accessible and enjoyable experience for all ages and fitness levels.

Welcome to Willowdale Mill Reservation Located at 196-298 Winthrop Street, Hamilton, Massachusetts, Willowdale Mill Reservation is a captivating park and tourist attraction that offers a serene escape into nature's beauty and historical charm. Nestled along the banks of the Ipswich River, this picturesque destination invites visitors to explore its unique terrain, rich riparian habitat, and fascinating historical features.

Welcome to Vineyard Hill Reservation, a scenic park nestled in the heart of Hamilton, Massachusetts. Situated between the renowned Bradley Palmer State Park and the Ipswich River Wildlife Sanctuary, Vineyard Hill Reservation offers visitors a chance to explore one of Essex County's most breathtaking landscapes. Our extensive network of trails invites adventurers to traverse the property, with paths connecting to nearby conserved lands. As you explore, you'll walk in the footsteps of the Indigenous Pawtucket or Agawam people, who once fished these waters for alewives, shad, and Atlantic eels. This area is steeped in history and natural beauty, characterized by its classic glacial landscape of steep drumlins, streams, and boggy depressions.

Welcome to Pingree Woodland Nestled in the heart of Hamilton, Massachusetts, Pingree Woodland offers visitors a serene escape into nature's embrace. Located on Maple Street, this picturesque park is a treasure trove of natural beauty and historical significance. Spanning an expansive area of forested uplands and freshwater wetlands, Pingree Woodland invites you to explore its enchanting trails that weave through glacial eskers and ancient cart paths.

Welcome to Straits River, your premier destination for unforgettable experiences in the heart of Hingham, Massachusetts. Nestled at 50 Bonnie Brier Circle, our charming locale offers a serene escape from the hustle and bustle of everyday life. As a renowned tourist attraction, Straits River invites visitors to explore the natural beauty and rich history of the area. Immerse yourself in picturesque landscapes, where tranquil waters and lush greenery create a perfect backdrop for relaxation and adventure. Whether you're seeking a peaceful stroll along our scenic trails, a family picnic by the riverbank, or an exciting day of water activities, Straits River has something for everyone.

Welcome to Peatfield Landing, a serene and picturesque park nestled in the charming town of Ipswich, Massachusetts. Located at the heart of nature's splendor, our park offers a tranquil escape from the hustle and bustle of everyday life. Whether you're looking to enjoy a leisurely stroll, a peaceful picnic, or simply soak in the beauty of the great outdoors, Peatfield Landing provides the perfect setting. Our well-maintained trails wind through lush greenery, offering visitors the chance to explore and connect with nature. With a variety of flora and fauna, the park is a haven for nature enthusiasts and bird watchers alike. Families can enjoy quality time together in our designated picnic areas, while children can delight in the open spaces perfect for play and exploration.

Welcome to Wompatuck State Park - Gammon Bridge, a serene and picturesque destination located in the heart of Norwell, Massachusetts. Nestled within the lush landscapes of the South Shore, our park offers a perfect escape into nature for both locals and visitors alike. Spanning over 3,500 acres, Wompatuck State Park is renowned for its diverse ecosystems, scenic trails, and rich history. At Gammon Bridge, you'll find a tranquil setting that serves as a gateway to explore the park's extensive network of hiking and biking trails, which cater to adventurers of all skill levels. Whether you're seeking a leisurely walk through the woods, an invigorating bike ride, or a peaceful spot for picnicking, our park provides a refreshing outdoor experience for everyone.

Welcome to the John J. Donovan Reservation & Sagamore Hill Conservation Area, an expansive 270-acre natural wonderland located at 473 Sagamore Street, Hamilton, Massachusetts. This park offers a unique opportunity to explore miles of interconnected trails, perfect for walking, riding, running, and skiing. Steeped in rich history, the reservation's land has been shaped by centuries of human activity, beginning with Native American encampments and continuing through agricultural use since the early settlement period. Visitors can enjoy breathtaking views from the open hilltop landscape, stretching to the mouth of the Essex River, Cape Ann, and the Atlantic Ocean beyond.

Welcome to Whitney and Thayer Woods Located on Howes Lane in the picturesque town of Cohasset, Massachusetts, Whitney and Thayer Woods offers a captivating blend of natural beauty and historical intrigue. As a cherished park and tourist attraction, it invites visitors to step back in time and explore a landscape shaped by both nature and history.

Welcome to Stavros Reservation, a hidden gem located at 1-15 Island Road, Essex, Massachusetts. As a cherished park and tourist attraction, Stavros Reservation offers visitors the opportunity to explore over 50 acres of protected salt marsh and enjoy the breathtaking beauty of Whites Hill. This coastal drumlin provides unobstructed panoramic views of Crane Beach, the Crane Wildlife Refuge, and Halibut Point. The reservation's iconic feature is the historic three-level tower built by Lamont G. Burnham in the 1880s. Originally used as a pumping tower for the Burnham farm, it is steeped in local lore and offers a glimpse into the past. A short, three-quarter-mile loop trail invites you to wander through fields and ascend the hillside to discover the tower's fieldstone base. Along the way, you'll trek through a thicket of Devil’s walking stick and find a serene clearing overlooking the expansive salt marshes towards Castle Hill.

Welcome to Warren Weld Woodland, a serene and enchanting park located at 82 Apple Street, Essex, Massachusetts. Nestled within the expansive Manchester-Essex Woods, this beautiful natural sanctuary is conserved by Greenbelt and the Manchester-Essex Conservation Trust. It offers visitors a unique opportunity to immerse themselves in the extraordinary diversity of plant and animal life that thrives year-round in its predominantly oak forests and wooded wetlands. Explore 2.2 miles of moderate terrain, perfect for walking, cross-country skiing, and nature appreciation. The dense forest, which protects the headwaters of the Essex River, is part of an extensive wildlife corridor. Discover a variety of natural communities, including mixed oak-hemlock forests, ravines, and shrub swamps with vernal pools that are vital breeding grounds for amphibians like spotted salamanders, spring peepers, and wood frogs. In spring, look out for spotted turtles basking on sedge or feeding on egg masses in the pond.

Welcome to Cyclelodge, your ultimate destination for outdoor adventure and relaxation, nestled in the heart of Pembroke, Massachusetts. Located at 808 Washington Street, Cyclelodge offers a unique park experience where nature and cycling enthusiasts can come together to enjoy a day of fun and exploration. Our beautifully maintained grounds provide the perfect setting for a family outing, a solo ride, or a group adventure. At Cyclelodge, we are passionate about promoting a healthy and active lifestyle. Our park features a variety of trails suitable for all skill levels, from beginners to seasoned cyclists. Whether you're looking to enjoy a leisurely ride through scenic landscapes or challenge yourself on more rugged terrain, Cyclelodge has something for everyone.

Welcome to Rozena's Field, your serene escape nestled in the heart of Raynham, Massachusetts. Located at 571 Elm Street East, our charming park offers a tranquil setting for families, nature lovers, and outdoor enthusiasts alike. Discover sprawling green spaces perfect for picnics, leisurely walks, or simply basking in the beauty of the great outdoors. Whether you're looking to enjoy a peaceful day under the sun or explore a natural haven, Rozena's Field provides a welcoming atmosphere for all ages. Come visit us and experience the perfect blend of relaxation and recreation at Rozena's Field, where nature meets community.

Welcome to DNRT Dodge Reserve, a serene and picturesque park nestled on Windjammer Drive in the charming town of Dartmouth, Massachusetts. Located at the heart of the South Coast, DNRT Dodge Reserve offers visitors a peaceful retreat into nature. Whether you're looking to enjoy a leisurely walk, a rigorous hike, or simply a moment of tranquility, our park provides an ideal setting for outdoor enthusiasts and families alike. Explore the scenic trails that wind through lush woodlands, open fields, and along the pristine waterways, offering breathtaking views and opportunities to encounter local wildlife. Our well-maintained paths cater to all skill levels, making it accessible for everyone to enjoy the natural beauty of the area.

Welcome to Blue Bikes, your premier destination for all your cycling needs in Newton, Massachusetts! Located conveniently in the heart of the 02466 area, Blue Bikes is more than just a bike shop; it’s a community hub for cycling enthusiasts of all ages and skill levels. At Blue Bikes, we offer a wide selection of high-quality bicycles, from sturdy mountain bikes to sleek road bikes and everything in between. Whether you're a seasoned cyclist or just starting out, our knowledgeable and friendly staff are here to help you find the perfect ride to suit your lifestyle and needs.