Dog Friendly Hiking Trails in Cheshire, CT

There’s 1 dog-friendly hiking trail in Cheshire, and 41 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 Heritage Trail
Farmington Canal Heritage Trail Farmington Canal Heritage Trail in Cheshire, CT, is dog friendly and suitable for leashed pets. The off-road, multi-use asphalt trail is ideal for a casual stroll or bike ride with Fido. This route is flat, well-maintained and spans 5.5 miles from Cheshire to Hamden, before joining the Farmington Canal Greenway in New Haven. The trail can be accessed from many different points, and is easily traversed in smaller sections. See Details
Pet Friendly Sleeping Giant State Park
Sleeping Giant State Park Sleeping Giant State Park is a dog-friendly area in Hamden, CT. Despite the name, this park is popular among hikers and people looking for a picturesque place to have a picnic. The name actually comes from the mountaintops resembling the image of a giant having a nap. You can wander the uneven ridges on one of the many hiking trails with Fido as long as he is on a leash. See Details
Giuffrida Park Giuffrida Park is a dog-friendly outdoor recreation area in Meriden, CT. Leashed dogs are welcome to join you one of the six trails that range from easy to difficult. Stroll along the reservoir, picturesque meadows, and take in the beauty of your surroundings from the top of Lamentation Mountain and Chauncey Peak. See Details
Topsmead State Forest Topsmead State Forest is a pet-friendly recreation area that can be found among the Litchfield Hills in Litchfield, CT. In a past life, the park was the summer estate of Miss Edith Morton Chase and a number of buildings from yesteryear are still standing as they did one-hundred years ago. You and Fido can enjoy the hiking trails and picnic areas at Topsmead, but are not permitted to go inside any of the buildings. See Details
Farm River State Park Leashed dogs are welcome at Farm River State Park, a pet-friendly natural space in East Haven, CT. This park is home to 16.5 miles of the scenic Farm River, which flows through the center of the park, as well as trails and meadows to explore with Fido. See Details
Harwinton Conservation & Recreation Area Harwinton Conservation & Recreation Area offers pet-friendly trails that run through the woods and along Leadmine Brook in Harwinton, CT. Featuring both short and long hiking options, this recreation destination is a great place for you and your four-legged friend to explore. Bring your pup’s favorite water toy to enjoy at the fishing pond, or relax at the small covered picnic area. As a family recreation spot, a leash law is in effect. See Details
Peterson Park & Mattatuck Trail Leashed dogs are welcome at Peterson Park in Wolcott, CT. This small family park offers a paved, pet-friendly walking trail around the park. It also serves as the entrance to the Mattatuck Trail, a beautiful wooded trail that spans many miles across numerous towns. The entrance to the trail is located behind the skate 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
Racebrook Tract Leashed dogs are welcome at Racebrook Tract, a pet-friendly hiking area in Orange, CT. There are four blazed trails that weave through mostly level forest, including an accessible paved trail that leads to a boardwalk over the wetlands. Please remember to clean up after Fido. See Details
Rockwell Park Check out the pet-friendly Rockwell Park in Bristol, CT. Fido is welcome to join you in exploring this 8-acre recreation area featuring the B.A.R.K Park Off-Leash Dog Park, hiking trails, a river and picnic areas. Your pup must be leashed when not in the dog park. See Details
Savin Rock Trail Leashed dogs can join you on a walk along Savin Rock Trail, a scenic pet-friendly paved boardwalk along the beach in West Haven, CT. However, please note that dogs are not permitted on the beach and a resident parking pass is necessary to access convenient parking. See Details
West Rock Ridge State Park Leashed dogs are welcome at West Rock Ridge State Park, a pet-friendly natural space in Hamden and New Haven, CT. You and Fido can enjoy the scenic views, numerous hiking trails, picnicking and more at this beautiful state park. See Details
Wadsworth Falls State Park Wadsworth Falls State Park is a dog-friendly natural area in Middletown, CT, where you and Fido can enjoy hiking wooded trails with beautiful views. Make your way to the scenic Big Falls waterfall with your leashed pup, but please note that pets are not permitted on the beach or in the swimming pond. See Details
Branford Supply Pond Park Branford Supply Pond Park is a dog-friendly open space in Branford, CT, to explore with Fido. Sprawling over 350 acres of lush woodland, the park is a refuge for hikers, bikers, runners, nature enthusiasts, historians and four-legged friends. Walk along leaf-covered trails, photograph wildlife near the ponds, or admire stunning Fall foliage. See Details
Southford Falls State Park Leashed dogs are welcome at Southford Falls State Park, a pet-friendly recreation area in Southbury, CT. This family park features a scenic waterfall, picnic areas, wooded hiking trails, a small covered bridge and a lake for fishing. 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
Eisenhower Park Fido is welcome at Eisenhower Park, a dog-friendly recreation area in Milford, CT. The park features nature trails, a pond, a dog run, community garden and the scenic Wepawaug River. Dogs must be leashed in the park when outside the fenced dog run. 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
Millers Pond State Park Reserve Leashed dogs are welcome at Millers Pond State Park Reserve, a pet-friendly natural area in Haddam, CT, where you and Fido can discover wooded trails that lead to a spring-fed lake. Fishing, hiking and mountain biking are all popular activities in the reserve. Please note that pets must be kept off the beach and out of the water. See Details
Quinnipiac River State Park Leashed dogs are allowed at Quinnipiac River State Park, a pet-friendly natural space in North Haven, CT. You can bring your pooch with you to enjoy nearly six miles of river, 323 acres of floodplain and a hike along the four-mile Banton Quinnipiac Trail. See Details