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Dog Friendly Hiking Trails in Winchester, CT

There are 42 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

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.

Pet Friendly Topsmead State Forest

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.

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.

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.

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.

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.

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.

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.

American Legion & Peoples State Forests

Barkhamsted, CT

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.

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.

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.

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.

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.

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.

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.

Granville State Forest

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.

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.

Camp Columbia State Park

Camp Columbia State Park

Camp Columbia State Park offers hiking for you and your pup in Morris, CT. This pet-friendly park is a historical piece of countryside offering a landscape of farmland and woodlands. Enjoy an afternoon walk while taking in the scenery and solitude with your best friend. Just be sure to keep Fido on a leash at all times during your visit.

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.

Dennis Hill State Park

Dennis Hill State Park

Dennis Hill State Park is a pet-friendly recreational area in Norfolk, CT. This 240-acre estate offers plenty of hiking opportunities and panoramic views from the summit overlook. Fido is welcome to join you in picnic areas and on hiking trails, but he must be leashed at all times.

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Winchester, CT, US