TOP 30 Trail riding in Massachusetts

The Westfield Riding Club, located at 29 Fowler Road in Westfield, Massachusetts, is a non-profit organization with a rich history dating back to 1939. Founded by a group of horse enthusiasts, our mission is to promote interest in the care, breeding, and protection of horses. We are dedicated to enhancing the performance of both horses and riders, and fostering a community of passionate equestrians. At the Westfield Riding Club, we offer a variety of educational activities, programs, shows, trail rides, and events to promote correct horse management and riding skills. Our focus on youth participation ensures that the next generation of equestrians is well-equipped with knowledge and experience.

Rail Trail Bike & Kayak Rentals is a premier bicycle store located in Brewster, Massachusetts. Situated at 302 Underpass Road, this institution offers a wide range of high-quality bikes and kayaks for rent. Whether you're looking to explore the scenic Cape Cod Rail Trail on two wheels or paddle through the tranquil waters of nearby lakes and rivers, Rail Trail Bike & Kayak Rentals has you covered. With friendly and knowledgeable staff, top-notch equipment, and convenient location, this store is the perfect place to start your outdoor adventure in Cape Cod.

Skyline Trail Mwer Repair is a trusted store located at 219 Middlefield Road in Hinsdale, Massachusetts, United States. Specializing in mower repair services, this institution is dedicated to providing top-notch maintenance and repairs for all types of lawn mowers. With skilled technicians and excellent customer service, Skyline Trail Mwer Repair is the go-to destination for anyone in need of professional mower repair services. Whether you have a push mower, riding mower, or commercial mower, you can rely on Skyline Trail Mwer Repair to get your equipment running smoothly again. Visit them today for all your mower repair needs.

The Canalside Rail Trail is a popular park and tourist attraction located at 2 Avenue A in Montague, Massachusetts, United States. This scenic trail follows the path of an old railway line, offering visitors a unique and picturesque way to explore the surrounding area. With lush greenery, peaceful waterways, and charming bridges, the Canalside Rail Trail is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking for a leisurely stroll, a bike ride, or a peaceful spot to relax and enjoy the beauty of the outdoors, the Canalside Rail Trail has something for everyone.

East Hill Farm Riding Academy is a premier travel agency located at 138 River Street in Holden, Massachusetts, United States. Our academy offers a unique and unforgettable experience for horse enthusiasts of all levels. Whether you are a beginner looking to learn the basics of horseback riding or an experienced rider seeking to improve your skills, our knowledgeable instructors are here to guide you every step of the way. With scenic trails, well-trained horses, and top-notch facilities, East Hill Farm Riding Academy is the perfect destination for a memorable equestrian adventure. Book your riding lesson or trail ride today and experience the beauty of horseback riding in the picturesque countryside of Massachusetts.

Silver Moon Riding Academy is a premier equestrian institution located at 10 George Street in Swansea, Massachusetts, United States. Our academy offers top-notch horseback riding lessons for riders of all levels, from beginners to advanced riders. Our experienced instructors provide personalized instruction to help each rider reach their full potential and achieve their riding goals. With a focus on safety, horsemanship, and building a strong bond between rider and horse, Silver Moon Riding Academy is the perfect place to learn and grow as an equestrian. Come join us and experience the thrill of riding under the silver moon!

Forest Riding Academy is a premier equestrian center located at 33 Salem Street in North Reading, Massachusetts. Our academy offers top-notch horseback riding lessons for riders of all ages and skill levels. Whether you are a beginner looking to learn the basics or an experienced rider seeking to improve your techniques, our experienced instructors are here to help you reach your goals. Our facility boasts beautiful forested trails for scenic rides, as well as spacious indoor and outdoor arenas for training. Come join us at Forest Riding Academy for a memorable and fulfilling equestrian experience.

Ascot Riding Center is a premier equestrian facility located at 121 Argilla Road in Ipswich, Massachusetts. Our center offers a wide range of services for riders of all ages and abilities, including riding lessons, training programs, and boarding options. Our experienced instructors are dedicated to providing top-notch instruction in a safe and supportive environment. Whether you are a beginner looking to learn the basics of riding or an experienced rider looking to improve your skills, Ascot Riding Center has something for everyone. Come visit us and experience the joy of horseback riding in the beautiful countryside of Ipswich.

Bay Country Riding is a premier equestrian facility located at 66 Cross Street in Rowley, Massachusetts. Our institution offers a wide range of services including horseback riding lessons, training, boarding, and horse shows. Our experienced instructors provide top-notch instruction for riders of all levels, from beginners to advanced. With our beautiful indoor and outdoor arenas, well-maintained stables, and scenic trails, Bay Country Riding is the perfect place for horse enthusiasts to hone their skills and enjoy the beauty of the equestrian world. Come visit us and experience the joy of riding at Bay Country Riding.

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.

Shaker Trail - Trailhead is a picturesque park located in Pittsfield, Massachusetts, United States. This tranquil institution serves as the starting point for the Shaker Trail, a scenic hiking and biking trail that winds through the beautiful countryside. Visitors can enjoy the natural beauty of the area, explore the historic Shaker sites, and take in the fresh air and peaceful surroundings. Whether you're looking for a leisurely stroll or an adventurous bike ride, Shaker Trail - Trailhead is the perfect place to connect with nature and enjoy the great outdoors.

Bay Farm Trails is a scenic park and tourist attraction located at 100 Parks Street in Duxbury, Massachusetts, United States. Visitors can explore the beautiful natural surroundings, including lush forests, serene meadows, and winding trails that offer stunning views of the surrounding landscape. Whether you're looking for a leisurely stroll or a more challenging hike, Bay Farm Trails has something for everyone to enjoy. Come and experience the tranquility and beauty of this hidden gem in Duxbury.

The Mass Central Rail Trail is a scenic park located in Ware, Massachusetts, United States. This historic trail follows the path of a former railway line, offering visitors a peaceful and picturesque setting for walking, biking, and enjoying the outdoors. The trail is lined with lush greenery and provides a tranquil escape from the hustle and bustle of everyday life. Whether you're looking for a leisurely stroll or a challenging bike ride, the Mass Central Rail Trail is the perfect destination for outdoor enthusiasts of all ages.

The Mass Central Rail Trail is a scenic park and popular tourist attraction located at 1740 Hardwick Road in New Braintree, Massachusetts, United States. This historic trail follows the path of the former Massachusetts Central Railroad, offering visitors a unique opportunity to explore the beautiful countryside of central Massachusetts. Whether you enjoy hiking, biking, or just taking in the natural beauty, the Mass Central Rail Trail is a must-visit destination for outdoor enthusiasts of all ages. With its peaceful surroundings and rich history, this trail provides a perfect escape from the hustle and bustle of everyday life.

Farm Pond Trail is a picturesque park located in Oak Bluffs, Massachusetts, United States. This popular tourist attraction offers visitors a peaceful and scenic escape from the hustle and bustle of city life. The trail winds through lush greenery, offering stunning views of the surrounding landscape and Farm Pond. Visitors can enjoy a leisurely walk, bike ride, or picnic along the trail, making it the perfect spot for outdoor enthusiasts and nature lovers. With its serene atmosphere and beautiful surroundings, Farm Pond Trail is a must-visit destination for anyone looking to relax and unwind in the heart of nature.

Phoenix Rail Trail is a picturesque park located at 14 Main Street in Fairhaven, Massachusetts, United States. This scenic trail follows the former railway line, offering visitors a peaceful and tranquil escape from the hustle and bustle of everyday life. With lush greenery, beautiful views, and a variety of wildlife, the Phoenix Rail Trail is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking to go for a leisurely stroll, jog, bike ride, or simply relax and enjoy the surroundings, this park has something for everyone. Come and experience the beauty and serenity of Phoenix Rail Trail today!

The Newburyport Harborwalk Rail Trail is a picturesque park located at 3 Tournament Wharf in Newburyport, Massachusetts, United States. This beautiful trail follows the historic railroad tracks along the waterfront, offering stunning views of the harbor and surrounding natural scenery. Visitors can enjoy a leisurely stroll, bike ride, or jog along this scenic pathway, taking in the sights and sounds of the bustling port town. The Newburyport Harborwalk Rail Trail is a popular destination for locals and tourists alike, providing a peaceful escape from the hustle and bustle of city life. Whether you're looking for a relaxing afternoon outdoors or a new adventure to explore, this park is the perfect place to unwind and enjoy the beauty of the New England coast.

The Clipper City Rail Trail Downtown Newburyport Access is a beautiful park located at 27 Rear Water Street in Newburyport, Massachusetts, United States. This scenic trail offers access to the charming downtown area of Newburyport, allowing visitors to explore the historic city and enjoy the picturesque views along the way. Whether you're looking for a leisurely stroll, a bike ride, or a place to relax and take in the sights, the Clipper City Rail Trail Downtown Newburyport Access is the perfect destination for outdoor recreation and relaxation.

The Bay Circuit Trail Southern Terminus is a park located at 100 Loring Street in Duxbury, Massachusetts, United States. This 230 mile multi-use trail outside of Boston offers opportunities for walking, hiking, biking, skiing, and enjoying the fresh air. The trail corridor is easily accessible by public transportation and passes through 38 towns in Eastern Massachusetts. Learn more about the history of the BCT on their About page. Visit the Parker River National Wildlife Refuge Visitor Center in Newburyport to access the trail. Take a train ride from downtown Boston to explore this local trail system. Stay updated on trail photos and project updates on the BCT Blog. Join the Appalachian Mountain Club's trail crews to help complete trail projects in your town.

The Cape Cod Rail Trail is a popular park located at 3488 Main Street in Brewster, Massachusetts, United States. This scenic trail follows the path of a former railroad track, offering visitors a picturesque route for walking, biking, and enjoying the natural beauty of Cape Cod. With lush vegetation, charming bridges, and peaceful surroundings, the Cape Cod Rail Trail is the perfect destination for outdoor enthusiasts looking to explore the beauty of the Cape Cod region. Whether you're looking for a leisurely stroll or a challenging bike ride, this park has something for everyone to enjoy.

Nickerson State Park Bicycle Trails offer a picturesque cycling experience in the heart of Brewster, Massachusetts. Located on Main Street, this popular tourist attraction boasts a network of well-maintained trails that wind through lush forests, tranquil ponds, and scenic meadows. Cyclists of all skill levels can enjoy the diverse terrain and stunning natural beauty of the park. Whether you're a seasoned rider looking for a challenge or a casual cyclist seeking a leisurely ride, Nickerson State Park Bicycle Trails has something for everyone. So grab your bike and explore the great outdoors at this idyllic park in the United States.

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.

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 Innovation Trail offers a unique way to experience, learn about, and be inspired by four centuries of groundbreaking innovations that originated in Boston. Whether you join one of our scheduled walking tours or use our website as a guide for your own stroll, you'll explore the rich history of science, medicine, entrepreneurship, and technology that has shaped the modern world. Our aim is to inspire you to create the next great innovation!What to Expect: When people think of Boston, they often think of the American Revolution or its prestigious educational institutions like MIT, Harvard, and Northeastern. While the Freedom Trail highlights the city’s revolutionary past, The Innovation Trail focuses on the remarkable advancements that followed America's independence and the establishment of early schools like Boston Latin (1635) and Harvard (1636). Boston’s legacy of innovation was built on a foundation of independence and education, bolstered by societal changes such as the abolition of slavery, women’s suffrage, waves of immigration, and marriage equality. These factors allowed a diverse group of people to collaborate on research and company formation, funded by investors, universities, and government agencies. This thriving innovation ecosystem has significantly contributed to shaping our modern world.Who Should Visit:

Welcome to Alford Springs - Saddle Trail, a serene escape nestled in the picturesque town of Alford, Massachusetts. Located in the heart of the Berkshires, our park offers a perfect blend of natural beauty and outdoor adventure. Whether you are looking to explore the lush landscapes, enjoy a peaceful hike, or simply unwind in nature, Alford Springs - Saddle Trail is the ideal destination. Our well-maintained trails cater to both casual walkers and avid hikers, providing a range of experiences to suit all levels of fitness and interest. As you wander through the park, you'll be enchanted by the diverse wildlife, vibrant flora, and breathtaking vistas that define this unique corner of the Berkshires.

Welcome to the Mohawk Trail Multi-Use Path - Western End, a scenic gem nestled in the charming town of Williamstown, Massachusetts. This delightful park offers a perfect escape for nature enthusiasts, fitness aficionados, and families looking for a peaceful retreat. Located in the picturesque Berkshire region, the trail provides a serene setting for walking, jogging, cycling, and more. Stretching through lush landscapes, the path invites you to explore the natural beauty of the area while enjoying the fresh air and stunning views. Whether you're seeking a leisurely stroll, an invigorating bike ride, or a quiet place to relax and unwind, the Mohawk Trail Multi-Use Path caters to all. The well-maintained path ensures a safe and enjoyable experience for visitors of all ages and abilities.

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 Lower Linear Park Bike Trail Parking, your gateway to exploring the scenic beauty of Williamstown, Massachusetts. Nestled in the heart of the Berkshires, our park offers a convenient and accessible starting point for cyclists and outdoor enthusiasts eager to experience the stunning landscapes of the region. Whether you're a seasoned biker or a leisurely rider, our well-maintained trails promise a delightful journey through lush greenery and picturesque surroundings. Located at Williamstown, MA 01267, our park provides ample parking spaces, ensuring a hassle-free start to your adventure. The trails are designed to accommodate various skill levels, making it an ideal destination for families, groups, and solo explorers alike. In addition to biking, visitors can enjoy walking, jogging, and picnicking amidst the serene natural setting.

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.

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.