Dog Friendly Hiking Trails in Cheshire, CT

There’s 1 dog friendly hiking trail in Cheshire, 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 Cheshire.

Pet Friendly Farmington Canal Linear Park
Farmington Canal Linear Park This is a restored section of the Farmington Canal-Lock 12 Historical District. There is a 2.0 mile paved path for running, hiking, or walking with Fido. See Details
Pet Friendly Timberlands
Timberlands A wonderful place to enjoy a hike, rock cropings, Mountain Laurel, ferns, pine groves, and some peace and quiet. The trails are mostly level with a few steep grades. There is also a wonderful stream and a lake for the dogs to swim in. See Details
Peterson Park & Mattatuck Trail Leashed dogs are welcome at this small family park. There is a dog-friendly paved walking trail around park. The park also serves as the entrance to the Mattatuck Trail. It is a beautiful wooded trail that spans many miles through many towns. The entrance to the trail is located behind the skate park. See Details
Young's Pond Your pet will go wild for a chance to run and play off-leash in the fenced dog park at this lovely Branford park. See Details
Farmington River Trail The Farmington River 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 Farmington! The map below shows a parking area with convenient access to the Farmington River 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
Branford Supply Pond A refuge for hikers, meanderers, bikers, runners, nature enthusiasts, historians and four-legged friends, the Branford Supply Pond sprawls over 350 acres. See Details
Larkin State Park Trail The Larkin State Park 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 Southbury! The map below shows a parking area with convenient access to the Larkin State Park 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
Southford Falls This family-friendly park has a waterfall, an open area with picnic tables, a few trails in the woods, a small covered bridge, and a lake for fishing. See Details
Branford Trolley Trail The Branford Trolley 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 Branford! The map below shows a parking area with convenient access to the Branford Trolley 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
Eisenhower Park Eisenhower Park has nature trails, a pond, a dog run, as well as many other family friendly recreational activities. See Details
Rockland Preserve Located in North Madison, Rockland Preserve is an area of rounded, rocky hills, steep gray cliffs, ledges, and lovely wooded areas. Long abandoned ancient roads offer easy access for the walker and hiker. Dogs welcome on leash. See Details
Middlebury Greenway The Middlebury Greenway 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 Middlebury! The map below shows a parking area with convenient access to the Middlebury Greenway. 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
Webb Mountain Discovery Zone Excellent trails for a family walk with the dog- nothing steep or strenuous, several loops to add variety. See Details
Larkin State Park Trail The Larkin State Park 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 Oxford! The map below shows a parking area with convenient access to the Larkin State Park 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
Black Rock State Park Enjoy scenic views, fishing, hiking, and picnicking at Black Rock State Park. Fido is welcome to join you in the park, but must be leashed at all times. See Details
Larkin State Park Trail The Larkin State Park 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 Middlebury! The map below shows a parking area with convenient access to the Larkin State Park 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
Sessions woods Sessions Woods WMA focuses on conservation education, with facilities to bring school groups, the general public and natural resource professionals from throughout Connecticut and the region to participate in educational programs, demonstrations, and workshops pertaining to wildlife and natural resource management. These facilities include an education center with an exhibit area and a large meeting room, as well as interpretive trails, habitat management demonstration areas, and a backyard wildlife habitat area. Sessions Woods WMA offers conservation education programming that uses the expertise of Wildlife Division and other DEEP natural resource management staff. Staff may also be available, by appointment, to conduct group educational programs at the Center and to give technical assistance and professional advice to visitors on an individual basis. See Details
Farmington River Trail The Farmington River 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 Unionville! The map below shows a parking area with convenient access to the Farmington River 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
Farmington River Trail The Farmington River 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 Burlington! The map below shows a parking area with convenient access to the Farmington River 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
Farmington Canal State Park Trail Dogs are allowed at Farmington Canal State Park Trail. This historic byway encompasses 5.5 miles of paved pathway to allow bikers and walkers alike to enjoy the scenic route. You can bring Fido with you to enjoy the area as long as they are on a leash under six feet in length. The route runs alongside a canal that used to be one of the main ways of bringing goods to the area, until the railroad was built and took over. The park is open from dawn until dusk. See Details
Naugatuck State Forest Naugatuck State Forest covers 5,000 acres of and is split into different blocks. This pet-friendly hikers paradise has numerous trails that span a variety of terrains. Fido is welcome to join you on a leash on the trails. See Details