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    Dog Friendly Hiking Trails in Lee, MA

    There’s 1 dog-friendly hiking trail in Lee, and 26 more nearby. 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 Lee.

    Pet Friendly October Mountain State Forest

    October Mountain State Forest

    Lee, MA
    October Mountain State Forest Leashed dogs are welcome at October Mountain State Forest, a pet-friendly park in Lee, MA. You and Fido can explore numerous different trails, including a portion of the Appalachian Trail and the Gorge Trail which passes the scenic Shermerhorn Gorge. Fishing, kayaking and cross-country skiing are also popular activities. See Details
    Pet Friendly Bash Bish Falls State Park

    Bash Bish Falls State Park

    Mount Washington, MA
    Bash Bish Falls State Park Leashed dogs are welcome at Bash Bish Falls State Park in Mount Washington, MA. The centerpiece of the park, the stunning falls, are the highest single drop waterfalls in the state. You and Fido can view this natural wonder from the overlook or explore the area on the pet-friendly trails that weave around the park. See Details

    Norman Rockwell Museum

    Stockbridge, MA
    Norman Rockwell Museum Leashed dogs are welcome to join you as you explore the pet-friendly grounds of the Norman Rockwell Museum in Stockbridge, MA. The museum houses the world’s largest and most significant collection of Rockwell’s work. While Fido can not browse the artwork inside, the grounds offer 36 acres to explore, including sculptures, lovely landscaping, scenic views and picnic tables. Note that pets may not be left unattended in cars or anywhere else for owners to enter the museum. See Details

    Mount Greylock State Reservation

    Lanesborough, MA
    Mount Greylock State Reservation Leashed dogs are welcome at Mount Greylock State Reservation, a pet-friendly park in Lanesborough, MA. You and Fido can explore the miles of hiking trails, rated from casual to strenuous. You can also drive the seasonally available summit road to the peak of the state's highest point. See Details

    Harlem Valley Rail Trail

    Copake, 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 Copake! 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

    Pittsfield State Forest

    Pittsfield, MA
    Pittsfield State Forest Leashed dogs are welcome at Pittsfield State Forest, a pet-friendly natural area in Pittsfield, MA.There are 30 miles of trails to explore at this huge, 11,000-acre park, including the Taconic Crest Trail and the Tranquility. Berry Pond is also a popular spot in the park that offers swimming and fishing opportunities. 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

    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

    Olivia's Overlook

    West Stockbridge, MA
    Olivia's Overlook Olivia’s Overlook, located in West Stockbridge, MA, offers a beautiful vista view and access to several dog-friendly hiking trails within the Yokun Ridge South reserve. Leashed pups are welcome to join you on your outdoor adventure through forests, ridgelines and peaceful paths. It's a scenic spot perfect for a relaxing walk or a longer hike with your four-legged friend. See Details

    Ashuwillticook Rail Trail

    Cheshire, MA
    Ashuwillticook Rail Trail The Ashuwillticook 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 Cheshire! The map below shows a parking area with convenient access to the Ashuwillticook 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

    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

    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

    Becket Land Trust

    Becket, MA
    Becket Land Trust Becket Land Trust is a pet-friendly recreational hub in Becket, MA. Your leashed furry companion can tag along to explore over 300 areas. Established by a dedicated group of citizens, the park aims to preserve the town's rustic charm, safeguard its natural resources and conserve ecologically sensitive zones. Please keep your pup under control during your visit, and be aware that a parking fee is applicable. 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

    Parsons Marsh Reserve

    Lenox, MA
    Parsons Marsh Reserve Parsons Marsh Trail in Lenox, MA, offers a scenic dog-friendly walk through the woods. This 0.6-mile round-trip trail features a mix of packed trail and elevated boardwalk, making it accessible and easy to navigate. Built in 2018 to U.S. Forest Service accessibility standards, it’s a great spot for a peaceful stroll, geocaching or a picnic with your pup. See Details

    Beartown State Forest

    Monterey, MA
    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. See Details

    Savoy Mountain State Forest

    Florida, MA
    Savoy Mountain State Forest Leashed pups can join their humans at Savoy Mountain State Forest in Florida, MA. There are 50 miles of pet-friendly trails that weave around this stunning forest. Kayaking, fishing and cross-country skiing are also popular here. Autumn is an especially beautiful time of year to visit the park and marvel at the fall foliage. See Details

    Wahconah Falls State Park

    Dalton, MA
    Wahconah Falls State Park Leashed pups can join you at Wahconah Falls State Park, a dog-friendly park in Dalton, MA. You and Fido can explore the half-mile loop trail along the upper falls that offers stunning views. This park also features fishing opportunities and scenic picnic areas. See Details

    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
    Lee, MA, US