Dog Friendly Hiking Trails in Winchester, CT

There are 43 dog-friendly hiking trails within 20 miles of Winchester. 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 Winchester.

Pet Friendly Kent Falls State Park
Kent Falls State Park
Leashed dogs are welcome in picnic areas and on hiking trails at Kent Falls State Park, a pet-friendly recreation area in Kent, CT. You and Fido can explore the covered bridge and the quarter-mile hiking trail that leads to a stunning 250-foot waterfall. Please note that the parking lot may close for a few hours when the park reaches capacity. Arriving early is recommended.
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Pet Friendly Topsmead State Forest
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.
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Pet Friendly Enders State Forest
Enders State Forest
Enders State Forest in Granby is a dog-friendly recreational area in Granby, CT. This diverse forest spreads out over Granby and across to the nearby Barkamsted area, offering wetlands and waterfalls galore. Fido is welcome to join you in the picnic areas and on the hiking trails of this forest.
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Pet Friendly Burr Pond State Park
Burr Pond State Park
Enjoy some exercise and a picnic with your pup at dog-friendly Burr Pond State Park in Torrington, CT. Explore the hiking trails with Fido in search of the bronze tablet marking Connecticut's role in the Civil War and the Industrial Revolution. Please note that pets are not permitted on the beach and must be leashed at all times during your visit.
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Pet Friendly Harwinton Conservation & Recreation Area
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.
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Pet Friendly Sunnybrook State Park
Sunnybrook State Park
Part of Paugnut State Forest and connected to it by the 2.1-mile John Muir Trail, Sunnybrook State Park is set on 464 wooded acres. This pet-friendly park in Torrington, CT offers plenty of trails, including five nature trails, and a pond to play and cool off in. Pack a lunch, wear comfortable shoes, and enjoy a memorable excursion with your leashed pup.
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Pet Friendly Black Rock State Park
Black Rock State Park
Set amongst the scenic rolling hills of the Western Highlands is dog-friendly Black Rock State Park in Watertown, CT. Fido is welcome to join you in the park, but pets must be leashed at all times. Enjoy scenic views, fishing, hiking and picnicking with your best friend by your side. Please note that pets aren't allowed on the beach or in the campground.
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Pet Friendly American Legion & Peoples State Forests
American Legion & Peoples State Forests
American Legion & Peoples State Forests are pet-friendly natural areas in Barkhamsted, CT. You can bring Fido with you to enjoy the beautiful, wooded areas and numerous trails as long as they are on a leash. This recreational area features trails ranging from less than a half mile to two miles for you and Fido to enjoy.
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Pet Friendly Above All State Park
Above All State Park
Leashed dogs are welcome at Above All State Park in Warren, CT. This 31-acre, pet-friendly park has plenty of natural and man-made sites to explore including the remains of a Cold War Bunker.
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Pet Friendly Rockwell Park
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.
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Pet Friendly Campbell Falls State Park Reserve
Campbell Falls State Park Reserve
Campbell Falls State Park Reserve is a pet-friendly recreational area in Norfolk, CT. This natural area offers plenty of hiking experiences for you to enjoy with your dog. Just keep Fido on a leash at all times.
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Pet Friendly Farmington River Trail
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 Canton! 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.
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Pet Friendly Beartown State Forest
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.
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Pet Friendly Mohawk State Forest
Mohawk State Forest
Mohawk State Forest is a dog-friendly recreational area in Goshen, CT. This area encompasses the towering Mohawk Mountain State Park and is a popular place for pets and their owners to explore together. The hiking trails and the picnic areas are both accessible to dogs. You may not be able to access the park during certain winter months, but it's worth calling ahead if you are unsure whether the park will be open when you intend on visiting.
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Pet Friendly Haystack Mountain State Park
Haystack Mountain State Park
Haystack Mountain State Park is home to a rugged dog-friendly hike that winds all the way up to a 34-foot high stone tower at the summit of Haystack Mountain in Torrington, CT. If you don't fancy the hike, there's a road that leads to the top as well. Leashed pups are welcome in the picnic areas and on all of the hiking trails at this popular state park.
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Pet Friendly John A. Minetto State Park
John A. Minetto State Park
Dogs are welcome at John A. Minetto State Park in Torrington, CT. This rolling, open land was previously known as Hall Meadow and contains a picturesque pond and a few pet-friendly trails for you and your leashed pup to enjoy. The park is open every day of the week from 8am until sunset.
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Pet Friendly Tunxis State Forest
Tunxis State Forest
Tunxis State Forest is a pet-friendly recreation area in Hartland, CT, where leashed dogs and their owners can explore together. A variety of activities are available to parkgoers, including hiking, mountain biking, fishing, hunting and more.
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Pet Friendly Mount Tom State Park
Mount Tom State Park
Mount Tom State Park in Litchfield, CT is pet friendly in some areas. You can hang out with Fido on the trails or in the picnic areas, but dogs are not allowed on the beaches or in the water. Dog owners are reminded to leash and clean up after their pets in the park.
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Pet Friendly Sessions Woods WMA
Sessions Woods WMA
Sessions Woods WMA is a pet-friendly recreational area in Burlington, CT. There are 5 different trails to hike while enjoying the scenery and wildlife. Fido is welcome to join you on the trails as long as he is leashed and cleaned up after. Dog owners are advised to be mindful of bears and ticks in the area.
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Pet Friendly Tolland State Forest
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.
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