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    Dog Friendly Hiking Trails in Winchester, CT

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    There are 42 dog-friendly hiking trails within 40 kilometres 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 Algonquin State Forest

    Algonquin State Forest

    Winsted, CT
    Algonquin State Forest Fido is welcome to join you as you hike in the beautiful Algonquin State Forest, a pet-friendly area in Winsted, CT. Pets must be on a leash at all times. This park features hiking trails, wildlife viewing and more. See Details
    Pet Friendly Railroad Ramble

    Railroad Ramble

    Lakeville, CT
    Railroad Ramble The Railroad Ramble 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 Lakeville! The map below shows a parking area with convenient access to the Railroad Ramble. 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

    Unionville, CT
    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

    Campbell Falls State Park Reserve

    Norfolk, CT
    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. See Details

    Farmington River Trail

    Canton, CT
    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. See Details

    Farmington River Trail

    Burlington, CT
    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

    Jug End State Reservation and Wildlife Management Area

    Egremont, MA
    Jug End State Reservation and Wildlife Management Area Leashed dogs are welcome at Jug End State Reservation and Wildlife Management Area in Egremont, MA. This pet-friendly park is home to scenic views of the Berkshire Hills. In addition to having numerous hiking trails for you and Fido to explore, Jug End also offers access to the Appalachian Trail. See Details

    Housatonic Meadows State Park

    Sharon, CT
    Housatonic Meadows State Park Leashed dogs are welcome at Housatonic Meadows State Park, a pet-friendly state park in Sharon, CT. This popular park is located in the rock-strewn valley of the Housatonic River and is a great place to get back to nature. Dogs are welcome on the hiking trails and in picnic areas, but are not permitted in the campground of the park. See Details

    Mattatuck State Forest

    Thomaston, CT
    Mattatuck State Forest Leashed dogs are allowed at Mattatuck State Forest in Thomaston, CT, where you will find numerous pet-friendly trails. You and Fido will enjoy the waterfalls and overlooks that take in the surrounding scenery. There are numerous access points to this expansive forest, with access via Black Rock State Park being one of the most direct. See Details

    Paugnut State Forest

    Torrington, CT
    Paugnut State Forest Paugnut State Forest is a dog-friendly recreation area welcoming you and your leashed pup in Torrington, CT. The forest is spread over 1,700 acres across four different locations, including Burr Pond and Sunny Brook. The main section of Paugnut is home to the 2.1-mile John Muir Trail, a pet-friendly trail that connects two separate wooded areas. The forest recreation areas are open from sunrise to sunset. See Details

    Nassahegon State Forest

    Burlington, CT
    Nassahegon State Forest Leashed dogs are welcome at Nassahegon State Forest, a dog-friendly outdoor space in Burlington, CT. This park is home to a number of different wooded hikes that you and your pooch can attempt together. The Sessions Woods Wildlife Management Area Trail is a picturesque wooded trail that's a big hit among dog walkers. See Details

    Bee Brook Loop

    Washington Depot, CT
    Bee Brook Loop Bee Brook Loop is a pet-friendly trail in Washington Depot, CT. This pretty trail is rated easy and features a nice river view along the way. Leashed dogs are welcome to join you as you hike. 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

    Housatonic River via Appalachian Trail

    Kent, CT
    Housatonic River via Appalachian Trail Housatonic River via Appalachian Trail is a pet-friendly route near Cornwall Bridge, CT, within Kent Falls State Park. Leashed dogs are welcome to walk beside you along this 10.4 mile out-and-back trail. An easy to moderate route which should take hikers 4.5 hrs to complete, the trail is well suited to hikers and those looking to backpack, camp or bird watch. The pretty route will lead you through open meadows with a mountain backdrop. See Details

    Mount Bushnell State Park

    New Preston, CT
    Mount Bushnell State Park Mount Bushnell State Park is a dog-friendly recreation area in New Preston, CT, where Fido is welcome to enjoy a hike with you. This 214-acre park is a great place to exercise on the trails with your leashed pup while taking in scenic views near Lake Waramaug. See Details

    Humaston Brook State Park

    Litchfield, CT
    Humaston Brook State Park Enjoy hiking and fishing with Fido at dog-friendly Humaston Brook State Park near Northfield and Litchfield, CT. This 141-acre recreational area welcomes your leashed pup to hike with you on the trails surrounding Northfield Pond. See Details

    Tunxis State Forest

    Hartland, CT
    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. See Details

    Satan's Kingdom State Recreation Area

    New Hartford, CT
    Satan's Kingdom State Recreation Area Satan's Kingdom State Recreation Area is a dog-friendly New Hartford, CT park. Leashed pets are welcome to visit this popular attraction with their owners. Many amenities are available to visitors, including hiking, canoeing, kayaking, and tubing along the Farmington River. See Details

    Housatonic State Forest

    Cornwall, CT
    Housatonic State Forest Leashed dogs are welcome to explore parts of the Housatonic State Forest in Cornwall, CT. This pet-friendly recreation area boasts a variety of amenities for parkgoers, including hiking, hunting, letterboxing, mountain biking, snowmobiling and more. See Details

    Nepaug State Forest

    New Hartford, CT
    Nepaug State Forest Leashed dogs can visit the pet-friendly Nepaug State Forest in New Hartford, CT, with their owners. This recreation area features a variety of amenities for parkgoers, including biking, camping, fishing, hiking, hunting and more. See Details
    Winchester, CT, US