There are 41 dog-friendly hiking trails within 20 miles of Westborough. 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 Westborough.
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.
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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.
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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.
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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.
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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.
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Purgatory Chasm State Reservation
Leashed dogs are allowed at Purgatory Chasm State Reservation, a unique natural landmark in Sutton, MA. This pet-friendly natural space's focal point is the incredible rock formations that trails meander by.
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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.
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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.
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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.
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Blackstone River Greenway
The Blackstone River Greenway 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 Uxbridge! The map below shows a parking area with convenient access to the Blackstone River Greenway. 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.
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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.
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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.
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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.
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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.
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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.
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Wrentham State Forest
Leashed dogs are welcome to join their humans at Wrentham State Forest, a pet-friendly park in Wrentham, MA. The park covers 1,000 acres, and is home to numerous weaving, wooded trails. One of the other perks of this park is the links to the Warner Trail, a 30-mile hiking trail through Massachusett's Norfolk County down to Rhode Island.
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Reformatory Branch Trail
The Reformatory Branch 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 Concord! The map below shows a parking area with convenient access to the Reformatory Branch 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.
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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.
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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.
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