Dog Friendly Hiking Trails in Chestnut Hill, MA

There’s 1 dog-friendly hiking trail in Chestnut Hill, and 79 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 Chestnut Hill.

Pet Friendly Rogers Park
Rogers Park Leashed dogs can join their humans at Rogers Park, a pet-friendly recreation space in Chestnut Hill, MA. The park features pathways and wide open spaces perfect for relaxing and walking with Fido. See Details
Pet Friendly Borderland State Park
Borderland State Park Leashed dogs are welcome at Borderland State Park in Easton, MA. This pet-friendly park offers over 20-miles of hiking trails to explore and many ponds that water-loving canines will enjoy. See Details
Boston Public Garden Leashed dogs are welcome at Boston Public Garden, a famous, pet-friendly botanical garden in the center of Boston known for its swan boats, walking paths and sculptures. See Details
Jamaica Pond Leashed dogs are welcome at Jamaica Pond, a pet-friendly park in Boston, MA. You and Fido can wander the 1.5-mile path that surrounds the pond. If you're coming by car, you can find parking on Perkins Street, located on the pond's west side. See Details
Middlesex Fells Reservation Leashed dogs are welcome at Middlesex Fells Reservation, a pet-friendly, 2,500-acre woodland park that ranges through multiple towns, including Medford, Malden and Stoneham, MA. You and Fido can explore a multitude of different trails and landscapes, including ponds, forests, streams and scenic views. There are even some off-leash areas that are clearly posted throughout the park. See Details
Cushing Memorial Park Leashed dogs are welcome at pet-friendly Cushing Memorial Park in Framingham, MA. The park is 67.5-acres and contains lots of paved pathways for you to walk with your pup. Other features of the park include a 9/11 Memorial, flower gardens, benches,, gazebos, a keyhole garden and lots of shady spots to rest. See Details
Great Brook Farm State Park Great Brook Farm State Park is a pet-friendly park in Carlisle, MA. Leashed dogs can join their humans in exploring the 20 miles of trails together. The trails are popular for cross-country skiing in the winter. There is also a working dairy farm, complete with resident farm animals, on the property. See Details
Ames Nowell State Park Leashed dogs are welcome at Ames Nowell State Park in Abington, MA. You can bring Fido with you to enjoy over ten miles of pet-friendly trails that weave around the woodland adjacent to Cleveland Pond, which is popular for fishing and boating. See Details
Boston Common Leashed dogs are welcome to join you at Boston Common, a pet-friendly recreation space in Boston, MA. Enjoy the beautiful walking trails, monuments and shady picnic spaces throughout the year at this popular city park. See Details
Blue Hills Reservation Leashed dogs can join their humans in exploring miles of hiking and biking trails with scenic views and differing levels of difficulty at the dog-friendly Blue Hills Reservation in Milton, MA. Parking is available at Houghton Pond or in limited spots along the road. See Details
Bare Cove Park Enjoy a scenic, dog-friendly walk through the woods or along the riverfront with your leashed pup at Bare Cove Park in Hingham, MA. The 484-acre park is located along the banks of the Weymouth Back River and offers several riverside and woodland trails, as well as paved roadways to explore with Fido. See Details
Cat Rock Park Fido will love to frolic and play off-leash at Cat Rock Park, a pet-friendly park in Weston, MA. This park features wooded trails and a swimming pond. Be sure to keep an eye on Fido, as the area isn't fenced. See Details
Ashland State Park Leashed dogs are welcome at Ashland State Park in Ashland, MA. This pet-friendly park offers a scenic trail around the reservoir for you and Fido to explore. Please note that dogs are not permitted on the beaches or in swimming areas during the summer months. See Details
Vietnam Veteran's Park Leashed dogs are welcome at Vietnam Veteran's Park, a pet-friendly park in Billerica, MA. You and Fido can explore trails, ponds, conservation spaces and even the off-leash Billerica Dog Park at this spacious and popular recreation site. Please be sure to keep pups on-leash during their visit unless they are within the fenced dog park space. See Details
Belle Isle Marsh Reservation Leashed dogs are welcome at Belle Isle Marsh Reservation, the city's last remaining salt marsh in Boston, MA. You and Fido can wander this scenic park's dog-friendly pathways as you look out for marsh birds and other wildlife. See Details
Arnold Arboretum of Harvard University Arnold Arboretum of Harvard University is a Boston favorite with its pet-friendly wooded walkways and trails. Leashed dogs are welcome to explore The Arnold Arboretum’s 281-acre landscape with you, just remember to clean up after Fido. See Details
Southern New England Trunkline Trail The Southern New England Trunkline 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 dog-friendly "rail-trail" is now a great place to walk Fido in Franklin! The map below shows a parking area with convenient access to the Southern New England Trunkline 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
Horn Pond Leashed dogs can join their humans for a walk around Horn Pond in Woburn, MA. This popular space features pet-friendly walking trails around the pond and wetland spaces. Please note that part of the trail is on a sidewalk along a busy road. See Details
Deer Island HarborWalk Leashed dogs are welcome at Deer Island HarborWalk in Winthrop, MA, which offers miles of paved, pet-friendly pathways for you and Fido to explore. While scenic throughout, this park's highest vantage point offers sweeping views of downtown Boston and the Harbor. See Details
Pope John Paul II Park Reservation Leashed dogs are welcome to enjoy the pet-friendly trails and picnic spots at Pope John Paul II Park Reservation in Boston, MA. This scenic park offers paved trails adjacent to the water in the park. See Details
Chestnut Hill, MA, US