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    Dog Friendly Hiking Trails in Sterling, MA

    There are 31 dog-friendly hiking trails within 20 miles 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.

    Pet Friendly Wachusett Mountain State Reservation

    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
    Pet Friendly Sholan Farms

    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

    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

    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

    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

    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

    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 are not 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

    Callahan State Park

    Framingham, MA
    Callahan State Park Leashed dogs are allowed at Callahan State Park, a pet-friendly recreation area in Framingham, MA. You and Fido can hike the more than 7 miles of marked trails which are also popular for mountain biking, horseback riding and cross-country skiing in the winter. See Details

    Dunn State Park

    Gardner, MA
    Dunn State Park You can bring Fido to Dunn State Park, a pretty park in Gardner, Massachusetts. Leashed dogs are welcome on the Woodland Trail, a wheelchair accessible pathway that weaves around the woods adjacent to the large pond at the center of the park. If your dog enjoys the water, they can join you on a boat in the water for some fishing or recreation. There are a number of picnic areas around the park that can be enjoyed by visitors as well. See Details

    Spencer State Forest

    Spencer, MA
    Spencer State Forest Spencer State Forest is a pet-friendly recreation area in Spencer, MA. Leashed dogs are welcome to join their humans on the miles of scenic trails that meander through the woods and across rivers. See Details

    Whitehall State Park

    Hopkinton, MA
    Whitehall State Park Leashed dogs are allowed at Whitehall State Park, a pet-friendly park in Hopkinton, MA. The main attraction of this park is the Whitehall Reservoir, a great spot for fishing and recreational boat use. There's a six-mile trail that circles the water, accessible from a number of different points around the park. See Details

    Willard Brook State Forest

    Townsend, MA
    Willard Brook State Forest Leashed dogs are allowed to join their humans at Willard Brook State Forest, a pet-friendly natural space in West Townsend, MA. This public recreation area is home to a variety of scenic trails for you and Fido to explore. One of the most popular hiking trails is the Friends Trail Loop, a 4-mile trail that connects Willard Brook with Pearl Hill State 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

    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

    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
    Sterling, MA, US