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    Dog Friendly Hiking Trails in Chesterfield, MA

    There’s 1 dog-friendly hiking trail in Chesterfield, and 22 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 Chesterfield.

    Pet Friendly Chesterfield Gorge

    Chesterfield Gorge

    Chesterfield, MA
    Chesterfield Gorge Chesterfield Gorge is a pet-friendly recreational hub in Chesterfield, MA. Your furry friend can join you as you explore the area. Upon hiking the half-mile trail, you'll witness a dramatic rock canyon and the Westfield River, a popular spot for catch-and-release fly fishing. Please ensure Fido remains on a leash during your stay. See Details
    Pet Friendly Mount Sugarloaf State Reservation

    Mount Sugarloaf State Reservation

    South Deerfield, MA
    Mount Sugarloaf State Reservation Leashed dogs are allowed at Mount Sugarloaf State Reservation, a pet-friendly preserve in South Deerfield, MA. You and Fido can explore a few different trails that lead to the summit of Mount Sugarloaf, offering amazing views of the Connecticut River Valley. See Details

    Stanley Park

    Westfield, MA
    Stanley Park Stanley Park in Westfield, MA is pet-friendly. Bring your leashed dog along for a walk on the paved trails, then relax on the grassy areas and look out for lesser-spotted black squirrels who call the park home. Pick up after your pup and place any waste in the trash cans provided. 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

    Hampton Ponds State Park

    Westfield, MA
    Hampton Ponds State Park Leashed dogs are allowed at Hampton Ponds State Park, a pet-friendly natural space in Westfield, MA. This spot is perfect for exploring the shoreline with Fido, boating, kayaking, picnicking and fishing. See Details

    Canalside Rail Trail

    Turners Falls, MA
    Canalside Rail Trail The Canalside 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 Turners Falls! The map below shows a parking area with convenient access to the Canalside 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

    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

    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

    Tolland State Forest

    Otis, MA
    Tolland State Forest Leashed dogs are welcome to join their owners at Tolland State Forest in East Otis, Massachusetts. The centerpiece of this pet-friendly park is Otis Reservoir, where you can enjoy fishing and boating. You and Fido can also explore the lovely trails here by hiking, biking or cross-country skiing. See Details

    Mittineague Park Hiking Trails

    West Springfield, MA
    Mittineague Park Hiking Trails Leashed dogs are welcome to walk on the pet-friendly Mittineague Park Hiking Trails in West Springfield, MA. Enjoy a variety of scenic paths along the Westfield River, including the Meadow Trail and Tatum Falls Trail. See Details

    Manhan Rail Trail

    Easthampton, MA
    Manhan Rail Trail The Manhan 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 Easthampton! The map below shows a parking area with convenient access to the Manhan 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

    Canalside Rail Trail

    Deerfield, MA
    Canalside Rail Trail The Canalside 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 Deerfield! The map below shows a parking area with convenient access to the Canalside 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

    Connecticut River Greenway State Park

    Northampton, MA
    Connecticut River Greenway State Park Leashed dogs are welcome at Connecticut River Greenway State Park, a pet-friendly recreation space in Northampton, MA, which links together a number of parks and historic sites. You and Fido can explore the park's trails, and water-loving canines will enjoy the numerous river access points along the greenway route. See Details

    C.M. Gardner State Park

    Huntington, MA
    C.M. Gardner State Park Leashed dogs are welcome at C.M. Gardner State Park in Huntington, MA, where you and Fido can explore the Berkshire foothills along the Westfield River. The pet-friendly trails in this park will take you through varied woodland and you may even come across a variety of wildlife along the way. 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

    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

    Becket Land Trust

    Becket, MA
    Becket Land Trust Becket Land Trust is a pet-friendly recreational hub in Becket, MA. Your leashed furry companion can tag along to explore over 300 areas. Established by a dedicated group of citizens, the park aims to preserve the town's rustic charm, safeguard its natural resources and conserve ecologically sensitive zones. Please keep your pup under control during your visit, and be aware that a parking fee is applicable. See Details

    Fisk Meadows Wildlife Management Area

    Williamsburg, MA
    Fisk Meadows Wildlife Management Area Fisk Meadows WMA is a pet-friendly hiking spot in Williamsburg, MA. Your furry companion can tag along to enjoy this oasis. During your hike, you'll come across meadows and various trees. Wildlife such as deer, bears, otters, great blue herons and more can be found here. Please be aware of hunting season and ensure Fido remains on a leash during your adventure. See Details

    Daughters of the American Revolution (DAR) State Forest

    Goshen, MA
    Daughters of the American Revolution (DAR) State Forest Daughters of the American Revolution (DAR) State Forest in Goshen, MA is pet friendly. Fido is welcome to tag along as you explore the area. The park offers 15 miles of hiking trails for all experience levels and lakes to fish in. Please note that a parking fee is involved, and your pup must be leashed at all times. See Details

    Chester-Blandford State Forest

    Blandford, MA
    Chester-Blandford State Forest Chester-Blandford State Forest is a pet-friendly attraction in Chester, MA. Your leashed furry companion can tag along to explore the area. Amenities include hiking trails for all experience levels and fishing. A picnic area is also available on site. Please ensure Fido remains on a leash during your visit. See Details
    Chesterfield, MA, US