TOP 30 Trail riding in Massachusetts

Family Bike & Sports is a premier bicycle store located at 217 Shaker Road in East Longmeadow, Massachusetts. We offer a wide selection of bicycles, parts, and accessories to meet all of your biking needs. Our full-service shop is equipped to handle any repairs or maintenance your bike may need. Join us for group rides and clinics to improve your cycling skills and meet other biking enthusiasts. Get ready to hit the road with Family Bike & Sports!

Palmer Pro Bike Corp. is a premier bicycle store located at 1438 North Main Street in Palmer, Massachusetts. We offer a wide selection of high-quality bikes, accessories, and gear for all levels of cyclists. Our knowledgeable staff is dedicated to providing exceptional customer service and expertise to help you find the perfect bike for your needs. Whether you are a beginner looking for your first bike or a seasoned rider in need of an upgrade, Palmer Pro Bike Corp. has everything you need to hit the road or trails with confidence. Visit us today and experience the difference of shopping at a top-notch bicycle store.

Vining Hill Equestrian Center Inc, located at 20 Vining Hill Road in Southwick, Massachusetts, is a full-service, veteran-owned horse facility managed by Jeramie and Susan Banks. The center offers top-quality services at affordable prices, with a focus on providing a family-friendly environment for horse enthusiasts to relax and enjoy. Situated on 70 acres of beautiful woods and farmland, the center features ample riding trails and borders other farms for endless trail riding opportunities. The facility includes two barns with 25 stalls, indoor and outdoor riding rings, a round pen, wash rack, heated viewing room, and bathroom. There are also six large grass turn out paddocks for the horses. Vining Hill Equestrian Center is open 7 days a week from 9:00 a.m. to 9:00 p.m. and offers expert boarding, training, riding lessons, and a summer horse program.

Boston Equestrian Center is a premier horseback riding facility located at 44 McIntyre Road in Oxford, Massachusetts. Our center offers top-notch equestrian programs for riders of all levels, from beginners to advanced. Our experienced instructors provide personalized training in various disciplines such as dressage, show jumping, and trail riding. With state-of-the-art facilities and well-trained horses, Boston Equestrian Center is the perfect place for equestrian enthusiasts to hone their skills and enjoy a fulfilling riding experience. Join us today and embark on a journey to become a confident and skilled equestrian rider.

Alice Corson Park is a charming amusement park located on Springfield Street in Agawam, Massachusetts. This family-friendly attraction offers a variety of rides, games, and entertainment for visitors of all ages. From thrilling roller coasters to gentle carousel rides, there is something for everyone to enjoy at Alice Corson Park. With its picturesque surroundings and welcoming atmosphere, this park is the perfect destination for a fun day out with friends and family. Don't miss out on the excitement and adventure that awaits at Alice Corson Park!

Brimfield State Forest is a beautiful park and tourist attraction located at 86 Dearth Hill Road in Brimfield, Massachusetts, United States. This forest offers visitors a peaceful escape into nature with its scenic hiking trails, picnic areas, and breathtaking views. Whether you're looking to explore the great outdoors or simply relax in a serene setting, Brimfield State Forest is the perfect destination for nature lovers of all ages. Come and experience the beauty and tranquility of this hidden gem in the heart of Massachusetts.

Westville Dam, located in Sturbridge, Massachusetts, is a beautiful park where visitors can discover new experiences, historic landmarks, and outdoor escapes. With over 3,600 facilities and 103,000 individual sites across the country, Recreation.gov is here to help you plan your next trip and reserve experiences. From camping, hiking, and horseback riding to wildlife viewing and monument tours, there's something for everyone at Westville Dam. Access tools and resources to manage your trip details, enter for special events, and make the most out of your Recreation.gov experience. Whether you're returning to your favorite camping spot or exploring a new one, Recreation.gov provides access to federal lands, waterways, and monuments with annual or lifetime interagency passes. Plan your holiday season by purchasing a permit to cut down a Christmas tree at National Forests through Recreation.gov. Rent equipment such as RVs and outdoor gear for added convenience on your trip. Explore our library of travel guides, tips, and recommendations to inspire your next adventure. With new locations and activities constantly being added, Recreation.gov is your gateway to discovering America's outdoor and cultural destinations. Bring home a story from Westville Dam and create lasting memories with Recreation.gov!

The Salty Cottage is a charming real estate and travel agency located at 27 Locust Road in Eastham, Massachusetts. This cozy cottage is perfect for small families or two couples looking for a quiet retreat close to all the attractions Cape Cod has to offer. Situated in the heart of Eastham's Historic Town Center, it is just steps away from Salt Pond and the National Seashore Visitor Center, as well as a short bike ride to the Cape Cod Rail Trail. The cottage features two bedrooms with high-quality queen-size mattresses, pillows, and linens, along with a pull-out couch for larger groups. The bathroom includes a washer and dryer for added convenience. Guests can enjoy the modern decorations and finishes inside, or relax outside on the deck overlooking a natural wooded area, complete with outdoor shower and dining space for four.

Seaview Farm Boarding Stables LLC is a charming and picturesque institution located at 38 South Street in Rockport, Massachusetts, United States. This unique establishment offers a variety of services related to food, including a farm-to-table dining experience, a gourmet food store, and a cozy cafe. Visitors can enjoy delicious meals made with fresh, locally sourced ingredients, as well as browse through a selection of artisanal products and specialty items. With its scenic location and warm, welcoming atmosphere, Seaview Farm Boarding Stables LLC is the perfect destination for food lovers and those seeking a taste of New England charm.

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

Thorncroft Inn is a charming transit station located in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers a peaceful and relaxing atmosphere for travelers passing through or looking to explore the beauty of Martha's Vineyard. With cozy accommodations, delicious dining options, and convenient access to local attractions, Thorncroft Inn is the perfect destination for those seeking a memorable stay on the island. Immerse yourself in the tranquility and charm of this unique transit station during your visit to Tisbury.

River Houses is a stunning institution located at 4 River Run Road in Williamstown, Massachusetts. Offering new two bedroom and three bedroom condominiums with breathtaking architecture, high ceilings, large windows, and spacious private outdoor areas along the picturesque Green River. Embrace a city-style living in this serene escape nestled in the heart of the Berkshires, just a 3-hour drive from downtown Boston. Experience the beauty and tranquility of nature while being within walking distance to main street shopping, dining options, and world-class arts and theater venues. The River Houses features fourteen attached-style condos, each boasting views of the Green River and the rolling hills of the Berkshires. These striking two bedroom office and three bedroom office homes offer up to 2,423 square feet of living space and multiple private outdoor areas to soak in the surrounding natural beauty. Enjoy single-level living in the Berkshires without compromising on style, square footage, or outdoor space.

Jacob's Tanglewood Ranch is a charming lodging institution located at 560 Stockbridge Road in Lee, Massachusetts, United States. Nestled in the picturesque countryside, this ranch offers a peaceful and tranquil retreat for guests looking to escape the hustle and bustle of city life. The rustic yet cozy accommodations provide a comfortable stay, while the surrounding Tanglewood forest offers plenty of opportunities for outdoor activities such as hiking, horseback riding, and birdwatching. Whether you're seeking a romantic getaway or a family vacation, Jacob's Tanglewood Ranch is the perfect destination for a relaxing and rejuvenating experience.

Terrapin Ridge is a charming institution located in Sandwich, Massachusetts, United States. Nestled in a picturesque setting, this institution offers a unique and enriching experience for visitors. With its serene surroundings and inviting atmosphere, Terrapin Ridge is the perfect destination for those seeking a peaceful retreat. Whether you are looking to relax and unwind or explore the natural beauty of the area, Terrapin Ridge has something for everyone. Come and discover all that this wonderful institution has to offer.

Tophet Brook Farm is a charming institution located at 110 East Mountain Road in Adams, Massachusetts, United States. This picturesque farm offers a variety of activities and experiences for visitors to enjoy, including horseback riding, hayrides, and farm tours. Guests can explore the beautiful grounds, interact with the friendly farm animals, and learn about sustainable farming practices. Tophet Brook Farm is the perfect destination for families, nature enthusiasts, and anyone looking to escape the hustle and bustle of city life. Come and experience the beauty and tranquility of this hidden gem in the heart of the Berkshires.

Millbrook Farm Stables is a charming travel agency located at 1730 South East Street in Amherst, Massachusetts. Our stables offer a unique and unforgettable experience for horse lovers and adventure seekers alike. Our knowledgeable staff and well-trained horses provide guided tours through picturesque landscapes, allowing visitors to explore the beauty of the surrounding area in a truly immersive way. Whether you're a seasoned rider or a beginner, Millbrook Farm Stables caters to all levels of experience and ensures a safe and enjoyable journey. Come and discover the magic of horseback riding with us at Millbrook Farm Stables.

The Stoneleigh-Burnham Equestrian Center is a premier travel agency located at 574 Bernardston Road in Greenfield, Massachusetts, United States. Specializing in equestrian vacations and experiences, the center offers a variety of horseback riding tours, lessons, and training programs for riders of all levels. With a team of experienced instructors and well-trained horses, visitors can enjoy exploring the beautiful countryside on horseback while receiving top-notch guidance and support. Whether you are a beginner looking to learn the basics or an experienced rider seeking a new adventure, the Stoneleigh-Burnham Equestrian Center is the perfect destination for horse lovers of all ages.

Woods Hole Island Tours is a premier travel agency located in Falmouth, Massachusetts, United States. Situated at 9 Luscombe Avenue, this institution specializes in providing unforgettable island tours for visitors looking to explore the beautiful coastal regions of the area. With expert guides and a wide range of tour options, Woods Hole Island Tours offers a unique and immersive experience for travelers seeking adventure and relaxation. Whether you're interested in wildlife excursions, historic sightseeing, or simply soaking up the sun on a pristine beach, this travel agency has something for everyone. Book your island tour today and discover the wonders of the Massachusetts coast with Woods Hole Island Tours.

Rideaway Adventures is a top-rated institution located in Sandwich, Massachusetts, offering a variety of outdoor adventure experiences. Specializing in SUP, biking, and kayaking, Rideaway Adventures has been voted the Best on Cape Cod for six consecutive years. Whether you're looking to explore the waters of Cape Cod with a kayak or paddle board rental, or take a bike ride along the scenic Cape Cod Canal Bike Path, Rideaway Adventures has something for everyone. With multiple locations and expert guides, including owner Michael Morrison, who was born and raised in Sandwich, Rideaway Adventures ensures a safe and enjoyable experience for all guests. From guided tours to equipment rentals, Rideaway Adventures is the perfect choice for outdoor fun on Cape Cod.

Boston Harbor City Cruises offers a unique and unforgettable experience on the waterfront of Boston, Massachusetts. Located at 30 Shipyard Drive in Hingham, this institution provides a variety of cruise options including dinner cruises on the Odyssey and Spirit of Boston, brunch and lunch cruises, and fast ferries to Provincetown and Salem. Guests can also enjoy whale watch cruises, sunset sightseeing cruises, and thrill rides on the CODZILLA boat. With Boston's rich history and charming waterfront as the backdrop, Boston Harbor City Cruises is the perfect venue for weddings, bachelorette parties, and other special events. Couples can exchange vows with stunning views of the harbor, while bachelorette parties can enjoy a fun and memorable celebration on the water.

Hop on Hop off Trolley Boston, MA offers a convenient and flexible way to explore the historic city of Boston, Massachusetts. Located at 295 Northern Avenue, this institution provides visitors with a narrated tour of the city's top attractions, allowing them to hop on and off at their leisure. The trolley is a popular choice for tourists looking to see the sights of Boston, including famous landmarks such as Fenway Park, Quincy Market, and the Freedom Trail. With a knowledgeable guide on board, passengers can learn about the city's rich history and culture while enjoying a comfortable and scenic ride. Whether you're a first-time visitor or a seasoned traveler, Hop on Hop off Trolley Boston, MA is a great way to experience all that Boston has to offer.

The Spoke is a bicycle store located at 250 Main Street in Williamstown, Massachusetts, United States. We offer carefully chosen brands that provide quality, innovation, and value for all your biking needs. Our store carries a wide range of clothing, helmets, bags, lights, gadgets, and tools to enhance your ride. At The Spoke, we believe that proper fit is essential for owning the perfect bicycle. Make an appointment with us to get fitted for a new bike or to improve your current ride. We also offer demos for extended rides on the road or trail, as a quick ride in the parking lot may not tell you the full story.

Sadie's Bikes is a charming bicycle store located at 83 Canal Street in Montague, Massachusetts. Our store offers a wide selection of high-quality bicycles, accessories, and gear for all types of riders. Whether you're a casual commuter, a weekend warrior, or a serious cyclist, we have everything you need to hit the road or trails in style and comfort. Our friendly and knowledgeable staff are passionate about bikes and are always ready to help you find the perfect ride for your needs. Visit Sadie's Bikes today and let us help you discover the joy of cycling!

Wheel Happy Bicycle Shop is a charming bicycle store located at 8 South Water Street in the picturesque town of Edgartown, Massachusetts. Our shop is dedicated to providing high-quality bicycles and accessories for all levels of riders, from beginners to experienced cyclists. With a friendly and knowledgeable staff, we are committed to helping customers find the perfect bike for their needs and offer expert advice on maintenance and repairs. Whether you're looking for a leisurely ride around town or gearing up for a challenging mountain trail, Wheel Happy Bicycle Shop has everything you need to make your cycling experience a fantastic one. Come visit us today and discover why we're the go-to destination for all things cycling in Edgartown.

Riverside Cycle - MBTS is a premier bicycle store located at 23 Elm Street in the picturesque town of Manchester-by-the-Sea, Massachusetts. We offer a wide selection of high-quality bikes, accessories, and gear for cycling enthusiasts of all levels. Our knowledgeable staff is dedicated to providing exceptional customer service and expert advice to help you find the perfect bike for your needs. Whether you're a casual rider or a seasoned cyclist, Riverside Cycle - MBTS has everything you need to hit the road or trails in style. Visit us today and experience the joy of cycling with us!

Sun & Ski Sports is a premier bicycle store located at 296 Old Oak Street in Pembroke, Massachusetts. With a wide selection of bikes, accessories, and gear for all levels of cyclists, they cater to both casual riders and serious enthusiasts. Whether you're looking for a new mountain bike, road bike, or just need some maintenance done on your current ride, Sun & Ski Sports has everything you need to hit the road or trails with confidence. Their knowledgeable staff is always on hand to provide expert advice and assistance, making them a go-to destination for all your cycling needs.

Berkshire Bike and Board Pittsfield is a bicycle store located at 502C East Street in Pittsfield, Massachusetts, United States. Since 1995, we have been dedicated to getting people out on two wheels, whether it's for a leisurely ride around the neighborhood or an intense mountain biking adventure. Our team of passionate cyclists is here to ensure that your ride is as smooth as can be. Join us for group bike rides to enjoy the outdoors, get some exercise, and connect with others. People of all abilities are welcome to participate at their own pace and feel supported by the group. Explore our group rides to find the perfect fit for your vibe.

Bicycle World is your go-to destination for all things bicycles in the Pioneer Valley. Located at 104 Federal Street in Greenfield, Massachusetts, we are a top-notch bicycle store offering a wide range of bikes from brands such as Trek, Kona, Electra, Intense, and Kink BMX. Whether you're a seasoned mountain biker, a road cycling enthusiast, or just looking for a comfortable street or commuter bike, we have the perfect ride for you. Our qualified staff is dedicated to fitting you with the ideal bike to suit your needs. With a constantly updated inventory, we are sure to have the bike you're looking for. Our service department is equipped to handle everything from a simple flat fix to a custom build-up. Simply give us a call at (413) 774-3701 or stop by to schedule an appointment.

Laughing Dog Bicycles is a charming bicycle store located at 63 South Pleasant Street in Amherst, Massachusetts. With a friendly and knowledgeable staff, this store is the go-to destination for all cycling enthusiasts in the area. They offer a wide selection of high-quality bicycles, accessories, and gear for riders of all levels. Whether you're looking for a new bike, need a tune-up, or just want to chat with fellow cyclists, Laughing Dog Bicycles is the perfect place to visit. Come in and experience the joy of cycling with the help of their dedicated team.

Hampshire Bicycle Exchange is a premier bicycle store located at 65 University Drive in Amherst, Massachusetts. We offer a wide selection of bicycles, accessories, and gear for cyclists of all levels. Our knowledgeable staff are passionate about cycling and are dedicated to helping customers find the perfect bike for their needs. Whether you are a casual rider or a competitive cyclist, Hampshire Bicycle Exchange has everything you need to hit the road or trails. Visit us today and experience the joy of cycling!