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    Dog Friendly Hiking Trails in Canaan, CT

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    There are 34 dog-friendly hiking trails within 40 kilometres of Canaan. 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 Canaan.

    Pet Friendly Harlem Valley Rail Trail

    Harlem Valley Rail Trail

    Millerton, NY
    Harlem Valley Rail Trail The Harlem Valley Rail 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 Millerton! The map below shows a parking area with convenient access to the Harlem Valley Rail 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
    Pet Friendly Harlem Valley Rail Trail

    Harlem Valley Rail Trail

    Amenia, NY
    Harlem Valley Rail Trail The Harlem Valley Rail 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 Amenia! The map below shows a parking area with convenient access to the Harlem Valley Rail 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

    Mount Everett State Reservation

    Mount Washington, MA
    Mount Everett State Reservation Leashed dogs are allowed to join their humans at Mount Everett State Reservation in Mount Washington, MA. The centerpiece of this pet-friendly park is in the name, Mount Everett, which stretches 2,624-feet into the sky. You and Fido can wander the hiking trails that wind up to the peak, where, on a clear day, you'll discover 360 degree views of three states: Massachusetts, Connecticut, and New York. There are a number of other hiking trails that lead through the scenic woodland of this lovely park. 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

    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

    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

    Wyantenock State Forest

    Cornwall, CT
    Wyantenock State Forest Leashed dogs may join their owners at the pet-friendly Wyantenock State Forest in Cornwall, CT. This 4,000-acre recreation space features a variety of activities for visitors, including hiking, biking, hunting and more. 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

    Taconic State Park

    Copake Falls, NY
    Taconic State Park Taconic State Park is a pet-friendly recreation area in Copake Falls, NY. You and your leashed dog can enjoy hiking the park's trails, camping, fishing, and picnicking. A maximum of two pets can join you at this park, and they must be supervised and on a six-foot or shorter leash throughout their visit. Pets aren’t permitted in buildings, playgrounds, golf courses, boardwalks, pools, spray grounds or guarded beaches. Please clean up after Fido. See Details

    East Mountain State Forest

    Great Barrington, MA
    East Mountain State Forest East Mountain State Forest is a pet-friendly route in Great Barrington, MA. Your leashed canine companion can tag along as you hop on this challenging trip along the Appalachian Trail. The area features four beautiful overlooks with views of three states. Please note the terrain is rugged and that the area is a habitat for coyotes, bears, deer, and turkeys. See Details

    Tolland State Forest

    Otis, MA
    Tolland State Forest Tolland State Forest is a pet-friendly spot in Otis, MA. Your four-legged companion can tag along as you explore the area. Activities include hiking, sailing, fishing and kayaking. Please be aware of hunting season and note that there's a parking fee and dogs can't use the beach. See Details

    Monument Mountain Reservation

    Great Barrington, MA
    Monument Mountain Reservation Leashed dogs are allowed at Monument Mountain Reservation in Great Barrington, MA. This pet-friendly natural space features beautiful and moderately strenuous hiking trails. One trail reaches the 1,642-foot summit of the mountain and offers incredible Housatonic River Valley views. See Details
    Canaan, CT, US