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    Dog Friendly Activities in Canaan, CT

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    There are 52 dog friendly activities within 20 miles 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 Platt Hill State Park

    Platt Hill State Park

    Winsted, CT
    Platt Hill State Park Platt Hill State Park is a pet-friendly recreation area that covers 159 acres in the town of Winsted, CT. They welcome pooches to join their owners on the trails around the area. Although the area is not maintained, you can still access some trails and have a look around the pretty area. See Details
    Pet Friendly Tolland State Forest

    Tolland State Forest

    Otis, MA
    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. See Details

    Mount Washington State Forest

    Mount Washington, MA
    Mount Washington State Forest Leashed dogs are welcome at Mount Washington State Forest in Massachusetts. There are more than 30 miles of pet-friendly trails to explore with Fido. One of the most popular is the South Taconic Trail that leads to the summit of Alander Mountain and offers stunning views. See Details

    Dennis Hill State Park

    Norfolk, CT
    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. See Details

    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

    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

    Four Brothers Drive In

    Amenia, NY
    Four Brothers Drive In Bring Fido to the Four Brothers Drive In in Amenia, NY. Pets are welcome on the patio, in the drive in area and there is even a pet park for the pups to romp around in! Make sure to get your furry friend a house dog treat. Onsite, overnight camping and private event space is also available. See Details

    Beckley Furnace Industrial Monument

    East Canaan, CT
    Beckley Furnace Industrial Monument Beckley Furnace Industrial Monument is a pet-friendly site in East Canaan, CT. Part of the National Register of Historic Places, the Beckley Furnace was once the site of iron production for railroad car wheels. Now you and Fido can enjoy a guided experience of this site or take advantage of the interpretive signs and wander around on your own. Just keep Fido on a leash at all times. See Details

    Farnsworth Fine Cannabis Company

    Great Barrington, MA
    Farnsworth Fine Cannabis Company Farnsworth Fine Cannabis Company is a dog-friendly recreational marijuana dispensary in Great Barrington, MA. Fido is welcome to join you as you peruse the upscale space that was featured in Architectural Digest's list of the "most stylish dispensaries in the country." 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

    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

    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

    City of Torrington Dog Park

    Torrington, CT
    City of Torrington Dog Park Take Fido to run, play and make new friends at City of Torrington Dog Park in Torrington, CT. This off-leash area features two separate fenced-in sections providing dedicates space for small and larger dogs to exercise safely. The dog park is located along the Naugatuck River and features a shady pavilion for the comfort of dog owners. 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

    Bad Dog Brewing Company

    Torrington, CT
    Bad Dog Brewing Company Bad Dog Brewing Company is a dog-friendly taproom in Torrington, CT. Fido is welcome to join you at a pet-friendly table inside or out. Although the brewery doesn't have a kitchen, they often offer outside food options. 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

    Abstract Palette Knife Painting Class

    Litchfield, CT
    Abstract Palette Knife Painting Class 'Abstract Palette Knife Painting Class' is a pet-friendly Airbnb Experience hosted by Jennifer. Everyone will get a smock and a stool and see some of your host's work, then you can get started on your own piece. Leashed and well-behaved dogs are welcome. The experience lasts 1.5 hours and can accommodate up to 6 guests ages 8 and up. Rates start at $75 per person. 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
    Canaan, CT, US