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    Dog Friendly Hiking Trails in Middlefield, MA

    There are 22 dog-friendly hiking trails within 20 miles of Middlefield. 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 Middlefield.

    Pet Friendly Pittsfield State Forest

    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
    Pet Friendly Mount Greylock State Reservation

    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

    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

    October Mountain State Forest

    Lee, MA
    October Mountain State Forest Leashed dogs are welcome at October Mountain State Forest, a pet-friendly park in Lee, MA. You and Fido can explore numerous different trails, including a portion of the Appalachian Trail and the Gorge Trail which passes the scenic Shermerhorn Gorge. Fishing, kayaking and cross-country skiing are also popular activities. 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

    Beartown State Forest

    Monterey, MA
    Beartown State Forest Leashed dogs are allowed at Beartown State Forest in Monterey, MA. Home to a 12,000-acre forest and Benedict Pond, you and Fido can take on the pet-friendly Benedict Pond Loop Trail, which circles the scenic pond. Although a nice location year round, one of the best times to visit is in autumn to enjoy the breathtaking fall foliage. 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

    Granville State Forest

    Granville, MA
    Granville State Forest Leashed pups are welcome at Granville State Forest, a remote, dog-friendly natural space in Granville, MA. You can bring Fido with you to hike on trails through the woods that lead to waterfalls through stunning forests. Once you're finished exploring the area with your furry best friend, you can rest your heads at one of the pet-friendly campsites deep in the woods. 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

    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

    Sandisfield State Forest

    Sandisfield, MA
    Sandisfield State Forest Leashed pups are welcome at Sandisfield State Forest, a dog-friendly recreation area in Sandisfield, MA. Home to a northern hardwood forest that sprawls across the park, this popular space offers the 2.2-mile moderately challenging Pond Loop Trail for you and Fido to explore. Kayaking and fishing are also popular at the scenic York Lake. However, dogs are unfortunately not permitted on any of the beaches or landscaped lawns at this state forest. 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

    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

    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

    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

    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
    Middlefield, MA, US