Dog Friendly Hiking Trails in Ashland, MA

There are 33 dog friendly hiking trails within 20 miles of Ashland. 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 Ashland.

Pet Friendly Borderland State Park
Borderland State Park Borderland State Park in Easton, MA, features a designated, dog-friendly field near the historic Smith Farmhouse for off-leash fun with Fido. The park also offers over 20 miles of hiking trails to explore on leash and many ponds that dogs can swim in. Dog owners are reminded to clean up any mess that is left behind. See Details
Pet Friendly F. Gilbert Hills State Forest
F. Gilbert Hills State Forest F. Gilbert Hills State Forest is dog-friendly. You are welcome to bring Fido with you to enjoy this 1000-acre state forest, home to 23 miles of trails that weave through the towering pine and oak trees. The park is also part of the 30-mile Warner Trail, stretching from Sharon, Mass to Diamond Hill State Park in Rhode Island. Other than the pretty paved picnic area in the forest, the park is basically made up of under-developed, woodland trails for you and your pooch to explore. F. Gilbert Hills State Forest is open every day of the week from dawn until dusk. See Details
Cat Rock Park Your pet will love to frolic and play off-leash in this park with wooded trails and a swimming pond. Be careful as the park is unfenced. See Details
Purgatory Chasm Just 45 min from downtown Boston!

A unique natural landmark, Purgatory Chasm runs for a quarter of a mile between granite walls rising as high as 70 feet. Popular with picnickers and rock-climbers alike, the Chasm is believed to have its origin in the sudden release of dammed-up glacial meltwater near the end of the last Ice Age, approximately 14,000 years ago.

Trails lead to a wide variety of rock formations, with such romantic names as The Corn Crib, The Coffin, The Pulpit, Lovers' Leap and Fat Man's Misery.

An adventurous playground, equipped with a play structure, swings and a merry-go-round, is now located near the visitor center.

Please be aware chasm rocks and slopes are slippery and deceiving. Wear rubber soled shoes or hiking boots. Please stay away from the edges of the chasm. It is not recommended to hike the chasm after or during inclement weather due to extremely slippery rocks.

Well behaved dogs are welcome, but must be leashed at all times.

"My two dogs loved the area. The were like two gazelles bouncing from one rock to another. There were kids all over to say hi to and get a nice pet from. And we saw tons of other dogs." says Jonathan Cleveland after his first visit to the chasm with his two mutts Bobo and Buddy. "This was our first time here and we will be back, specially since it is only 45 min from Boston. We even finished the day off with a nice picnic overlooking the chasm."
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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. See Details
Bedford Narrow Gauge Rail Trail The Bedford 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 Marlborough! The map below shows a parking area with convenient access to the Bedford 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 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
Blackstone River and Canal Heritage State Park Trail The Blackstone River and Canal Heritage State Park 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 Uxbridge! The map below shows a parking area with convenient access to the Blackstone River and Canal Heritage State Park 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 Section) The Upper Charles Trail (Milford Section) 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 (Milford Section). 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
Noanet Woodlands This Dover public park is wildly popular with local dog-owners. Noanet Woodlands welcomes up to two dogs per person, and pets must remain on-leash. The Lower Mill Pond is not pet friendly, and guests are asked to not allow their dogs to approach others. The adjacent Powisset Farm does not allow pets. See Details
Mount Pisgah Conservation Area Mount Pisgah Conservation Area is a small mountain in rural Northborough, MA. On-leash dogs are welcome. Bring waste bags to clean up after your pet. The area offers multiple hiking trails. See Details
The Reservoir The 65 acre park is home to a 28 acre Reservoir. There is a 1 mile walking trail around the water and parts of this path connect with Hurd Park (bordered by the Minuteman Trail). Dogs are not welcome on Reservoir Beach from June - August, but are permitted on-leash during the offseason. See Details
Mt. Misery Area Trails Leashed dogs are welcome on the trails at Mt. Misery. Bring Fido for a fun hike around Farrar Pond. See Details
World War I Memorial Park and Zoo The WWI Memorial Zoo was started in 1968 with only 2 deer. In 1970, a memorial was dedicated to Pvt. Edward P. Nolan, as his efforts were instrumental in the establishment of the WWI Park. We now have grown to much more. Near the Fire Tower in the playground parking lot is a great lookout point as the park is located 390 feet above sea level and is the highest point in Bristol County, on Watery Hill.

Dogs must be leashed and kept 30 feet back from animals' fences. Please clean up after your dog! The park is open 7 days a week at 365 Elmwood Street, there is no admission fee.
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Camp Acton Bring your dog to walk on Camp Acton's trails in Acton, MA. Leashed pets are welcome. See Details
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
Beaver Brook Reservation Pets are welcome on-leash on the trails at this lovely Waltham reservation, which includes ponds and a cascading waterfall. See Details
Wrentham State Forest Dogs are welcome to join their owners at Wrentham State Forest, a pet-friendly park in Wrentham, MA. The park covers 1,000 acres, and is home to numerous weaving trails through the woodland that can be accessed from the car park. One of the other perks of this park is the links to the Warner Trail, a 30-mile hiking trail through Norfolk County down to Rhode Island. Visitors should keep their pets on a leash for the duration of their visit and clean up any mess after them. The park is open daily. See Details
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. 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 "rail-trail" is now a great place to walk Fido in Douglas! 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
Rocky Woods Reservation Grab Fido's leash and escape from everyday life as you travel through woods and wetlands at Rocky Woods Reservation in Medfield, MA. The park area has more than six miles of pet-friendly hiking trails and features multiple ponds, an abandoned quarry site and impressive views from the top of Cedar Hill. See Details
Rocky Narrows You and Fido can stroll through the magical forests at Rocky Narrows in Sherborn, MA. The recreation area features multiple dog-friendly hiking paths, cliffs, a scenic overlook and boating opportunities along the Charles River. Travel back in time as you walk through hardwoods and evergreens and pass by a rock wall that is over 600 million years old. See Details
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 Bedford! 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. See Details
Cochituate Brook Reservation Trail Cochituate Brook Reservation Trail is pet-friendly. This trail spans 27-miles in total and is great for walking with your leashed pup. The area is clean and quite, with a bench halfway along for people and pups to rest and recuperate. The paved trail makes it accessible for all levels of walker and all ages of dog. The trees on either side of the trail provide a great deal of shade on sunnier days. See Details