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    Dog Friendly Activities in Williamstown, MA

    There are 3 dog friendly activities in Williamstown, and 23 more nearby. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Williamstown.

    Pet Friendly Stone Hill Trails

    Stone Hill Trails

    Williamstown, MA
    Stone Hill Trails Dogs are welcome to join you as you explore the pet-friendly Stone Hill Trails in scenic Williamstown, MA. This relatively easy and short hike offers excellent views of the area and, while it is recommended to leash your pup there are many dogs that hike this area off leash. The easiest way to access the trails is to park at the Clark Art Institute Visitors Parking, head towards the Lunder Center parking and begin your hike on the gravel trail to the east. See Details
    Pet Friendly Hopkins Memorial Forest

    Hopkins Memorial Forest

    Williamstown, MA
    Hopkins Memorial Forest Leashed dogs are welcome at Hopkins Memorial Forest in Williamstown, MA. This pet-friendly reserve encourages educational and low impact activities that celebrate understanding and enjoyment of the environment. Fido can explore the scenic trails with you throughout the area. See Details

    Clark Art Institute

    Williamstown, MA
    Clark Art Institute The Clark Art Institute invites leashed dogs to enjoy a walk on the outside grounds and network of trails at this renowned museum in Williamstown, MA. Surrounded by 140 acres of grassy lawn, meadows and walking trails, this pet-friendly destination offers plenty of green spaces for you and Fido to explore together. See Details

    Mount Greylock State Reservation

    Lanesborough, MA
    Mount Greylock State Reservation Leashed dogs are welcome at Mount Greylock State Reservation, a pet-friendly park in Lanesborough, MA. You and Fido can explore the miles of hiking trails, rated from casual to strenuous. You can also drive the seasonally available summit road to the peak of the state's highest point. See Details

    Mile Around Woods

    North Bennington, VT
    Mile Around Woods Leashed dogs are welcome on the loop through the Mile Around Woods in North Bennington, VT. Further west (look for the open fields), dogs may be off-leash. During the summer, please ensure that dogs stay out of the endangered grassland birds' nesting site (it's well-marked), and to pick up after Fido at all times. See Details

    Ashuwillticook Rail Trail

    Adams, MA
    Ashuwillticook Rail Trail The Ashuwillticook Rail Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Adams! The map below shows a parking area with convenient access to the Ashuwillticook Rail Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details

    Bennington Dog Park at Willow Park

    Bennington, VT
    Bennington Dog Park at Willow Park Bennington Dog Park is a fenced space located in Willow Park in Bennington, VT. After an on-leash trip to Bennington Battle Monument, one of the region’s most popular attractions, you can let your dog off-leash at this cool fenced space. The dog park is a shady half-acre spot, perfect for running wild on sunny days and meeting other pups. Bennington Dog Park is open every day of the week from dawn until dusk. See Details

    Natural Bridge State Park

    North Adams, MA
    Natural Bridge State Park Leashed dogs are welcome to join their owners at Natural Bridge State Park in North Adams, MA. This pet-friendly park is home to the only natural white marble arch in North America, well worth a visit. At over 13,000 years old, the natural bridge is made of 550 million year-old bedrock marble that is carved into arches like a bridge. Please note that this seasonal park is open from late May through late October. See Details

    Herman Melville’s Arrowhead

    Pittsfield, MA
    Herman Melville’s Arrowhead Leashed dogs are welcome on the grounds and inside the gift shop at the pet-friendly Herman Melville’s Arrowhead in Pittsfield, MA. Bring Fido and learn more about the famous author who penned "Moby-Dick." Take a stroll along Melville Trail to view the places that provided inspiration for his work. Please note dogs are not permitted inside the historic home. See Details

    Pittsfield State Forest

    Pittsfield, MA
    Pittsfield State Forest Leashed dogs are welcome at Pittsfield State Forest, a pet-friendly natural area in Pittsfield, MA.There are 30 miles of trails to explore at this huge, 11,000-acre park, including the Taconic Crest Trail and the Tranquility. Berry Pond is also a popular spot in the park that offers swimming and fishing opportunities. See Details

    Ashuwillticook Rail Trail

    Cheshire, MA
    Ashuwillticook Rail Trail The Ashuwillticook Rail Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Cheshire! The map below shows a parking area with convenient access to the Ashuwillticook Rail Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details

    Balderdash Cellars

    Richmond, MA
    Balderdash Cellars Fido is welcome to join you inside or at an outdoor table at Balderdash Cellars, a pet-friendly winery in Richmond, MA. Enjoy a variety of wine options including white, red and rosé, which you can buy by the glass or try multiple by doing a tasting. You are welcome to bring your own food. See Details

    Wahconah Falls State Park

    Dalton, MA
    Wahconah Falls State Park Leashed pups can join you at Wahconah Falls State Park, a dog-friendly park in Dalton, MA. You and Fido can explore the half-mile loop trail along the upper falls that offers stunning views. This park also features fishing opportunities and scenic picnic areas. See Details

    Pittsfield Dog Park

    Pittsfield, MA
    Pittsfield Dog Park Fido is sure to enjoy a day spent with friends at Pittsfield Dog Park, located in Pittsfield, MA. The dog park is a fully-fenced in, off leash area with separate spaces for large and small dogs. Well-behaved dogs are welcomed to exercise and socialize in a clean, safe environment. A hydration station will provide relief for thirsty pets at play! Dogs visiting Pittsfield Dog Park must be at least six months old and be licensed, vaccinated and spayed or neutered. All dogs should be wearing their tags and remain within view of their owners. The dog park is open from dawn until dusk. See Details

    Savoy Mountain State Forest

    Florida, MA
    Savoy Mountain State Forest Leashed pups can join their humans at Savoy Mountain State Forest in Florida, MA. There are 50 miles of pet-friendly trails that weave around this stunning forest. Kayaking, fishing and cross-country skiing are also popular here. Autumn is an especially beautiful time of year to visit the park and marvel at the fall foliage. See Details

    Clarksburg State Park

    Clarksburg, MA
    Clarksburg State Park Leashed dogs are allowed at Clarksburg State Park in Clarksburg, MA. This pet-friendly park is especially popular during the fall months, when the trees offer stunning colors as the leaves change. There are a number of trails for you and Fido to explore, some that even follow along a scenic lakeshore. See Details

    Bennington Battle Monument

    Bennington, VT
    Bennington Battle Monument Bennington Battle Monument is pet-friendly. Standing over 306ft tall, the monument was completed and dedicated in 1891 and constructed from blue-grey magnesian limestone. Commemorating the Battle of Bennington in the Revolutionary War, the trails and grounds surrounding the monument welcome leashed dogs to explore with their owners. The Monument is open Friday through Monday from 10am to 5pm. See Details

    Kenneth Dubuque Memorial State Forest

    Hawley, MA
    Kenneth Dubuque Memorial State Forest Leashed pups can join you as you explore Kenneth Dubuque Memorial State Forest, a dog-friendly natural space in Plainfield and Hawley, MA. You and Fido can enjoy the 35 miles of mixed-use trail network that weaves through this 7,882-acre woodland park. See Details

    Monroe State Forest

    Shattuckville, MA
    Monroe State Forest Leashed dogs are welcome at Monroe State Forest in Shattuckville, Monroe and Florida, MA. This pet-friendly forest offers views of stunning valleys and waterfalls. Fido can join you as you hike to the top of Spruce Mountain or Raycroft Lookout, with some of the most breathtaking views in the area. Please note that there are multiple parking locations depending on the trailhead you are visiting. See Details

    Windsor State Forest

    Windsor, MA
    Windsor State Forest Leashed dogs are welcome at Windsor State Forest, a pet-friendly natural space in Windsor, MA. Visitors are drawn to this pretty park for the views of the Berkshire Hills. You and Fido can explore the area together, including Windsor Jambs waterfall and the Windsor Jambs Brook that weaves through a wide gorge with 80-foot granite walls. See Details
    Williamstown, MA, US