Dog Friendly Hiking Trails in Sterling, MA

There are 35 dog-friendly hiking trails within 40 kilometers of Sterling. 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 Sterling.

Ashland State Park

Ashland, MA

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

Sholan Farms

Leominster, MA

Sholan Farms Leashed dogs are welcome at Sholan Farms, a pet-friendly community-owned apple orchard in Leominster, MA. They grow a variety of apples and other fruit on this 169-acre u-pick farm, and the property also features trails for you and Fido to explore. Pups are also welcome on their monthly twilight hikes. Call or visit their website for details on their next walk. See Details

New England Botanic Garden at Tower Hill

Boylston, MA

New England Botanic Garden at Tower Hill New England Botanic Garden at Tower Hill is a pet-friendly attraction in Boylston, MA. Your leashed pup is welcome to join you as you explore the beautiful grounds, including conservatories, formal and naturalistic gardens, and expansive views of the Wachusett Reservoir. Fido will love seeing the wide array of colorful flowers and botanicals along the trail. Dogs are welcome year-round except during special after-hours events, such as Night Lights, and they are not allowed indoors. Be sure to ask about their Tails ‘n Trails membership program! See Details

Oak Hill Conservation Land

Littleton, MA

Oak Hill Conservation Land Oak Hill Conservation Land in Littleton, MA is dog-friendly. The beautiful trails provide an ideal opportunity to exercise and enjoy fresh air with Fido. This parcel is comprised primarily of oak woodlands and has three separate trails. Leashed dogs are always welcome. See Details

Narrow-Gauge Rail-Trail

Marlborough, MA

Narrow-Gauge Rail-Trail The Narrow-Gauge 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 dog-friendly "rail-trail" is now a great place to walk Fido in Marlborough! The map below shows a parking area with convenient access to the Narrow-Gauge 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

Assabet River Rail Trail

Marlborough, MA

Assabet River Rail Trail The Assabet River 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 Marlborough! The map below shows a trailhead where you can pick up the Assabet River 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

Upper Charles Trail

Milford, MA

Upper Charles Trail The Upper Charles 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 Milford! The map below shows a parking area with convenient access to the Upper Charles 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

Mt Pisgah Trail

Northborough, MA

Mt Pisgah Trail Leashed dogs are allowed at Mt Pisgah Trail, a pet-friendly hiking area in Northborough, MA. Hike to the highest point in the town and enjoy beautiful views. On a clear day you can even see some of Boston's skyline. See Details

Wachusett Mountain State Reservation

Princeton, MA

Wachusett Mountain State Reservation Leashed dogs are welcome at Wachusett Mountain State Reservation in Princeton, MA. This 3000-acre public area is home to stunning views that can be seen from the 17-miles of pet-friendly trails that lead through forests and meadows. The mountain is the centerpiece of this park, with a glorious peak that towers 2,006-foot into the air. Hike or drive the paved road to the summit and enjoy the fantastic panoramic views of the surrounding area. Sunset is a very popular time to visit. See Details

Nashua River Rail Trail

Ayer, MA

Nashua River Rail Trail The Nashua River 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 Ayer! The map below shows a parking area with convenient access to the Nashua River 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

Cowdrey Nature Center

Lunenburg, MA

Cowdrey Nature Center Cowdrey Nature Center is a dog-friendly natural space in Lunenburg, MA. Leashed pups are welcome to join their humans in exploring the hiking trails. Water-loving canines will also appreciate the access to a cool stream. See Details

Hopkinton State Park

Hopkinton, MA

Hopkinton State Park Leashed dogs are welcome to join their humans at Hopkinton State Park in Hopkinton, MA. Fido can join you in exploring miles of pet-friendly hiking trails, secluded picnic areas and reservoir access points. Please note that dogs aren't permitted on the beaches or in swimming areas. See Details

Prospect Park Conservation Area

Leominster, MA

Prospect Park Conservation Area Leashed dogs are allowed at Prospect Park Conservation Area, a pet-friendly conservation area in Leominster, MA. You and Fido can explore the lovely loop trail, bridges and pond at this scenic wooded park. See Details

Rutland State Park

Rutland, MA

Rutland State Park Leashed dogs are welcome at Rutland State Park, a pet-friendly 300-acre park in Rutland, MA. Home to Whitehall Pond, this is a popular spot for fishing and boating. You and Fido can explore the miles of trails throughout this scenic park. See Details

Nashua River Rail Trail

Groton, MA

Nashua River Rail Trail The Nashua River 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 Groton! The map below shows a parking area with convenient access to the Nashua River 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

Bumblebee Park

Littleton, MA

Bumblebee Park Bumblebee Park is a dog-friendly trail in Littleton, MA. Please keep your dog leashed while exploring this half-mile loop. There is a parking area on the side of Bumblebee Lane, and crossing Hardwood Avenue will lead you and Fido to the gate entrance for the trail. See Details

Assabet River Rail Trail

Maynard, MA

Assabet River Rail Trail The Assabet River 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 Maynard! The map below shows a parking area with convenient access to the Assabet River 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

Nashua River Rail Trail

Nashua, NH

Nashua River Rail Trail The Nashua River 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 Nashua! The map below shows a parking area with convenient access to the Nashua River 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

Assabet River Rail Trail

Hudson, MA

Assabet River Rail Trail The Assabet River 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 Hudson! The map below shows a parking area with convenient access to the Assabet River 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

Narrow-Gauge Rail-Trail

Hudson, MA

Narrow-Gauge Rail-Trail The Narrow-Gauge 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 Hudson! The map below shows a parking area with convenient access to the Narrow-Gauge 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