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Dog Friendly Hiking Trails in Chelmsford, MA

There’s 1 dog-friendly hiking trail in Chelmsford, and 74 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 Chelmsford.

Pet Friendly Heart Pond

Heart Pond

Leashed dogs are allowed to join their humans at Heart Pond, a pet-friendly recreation area in Chelmsford, MA. Fido is welcome on the trails and scenic picnic spaces here. You can even kayak, canoe or stand-up paddle board on this popular pond. Please note that dogs are not permitted in the roped-off swimming area.

Pet Friendly Boston Public Garden

Boston Public Garden

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.

Great Brook Farm State Park

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.

Middlesex Fells Reservation

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.

Minute Man National Historical Park

Minute Man National Historical Park

Minute Man National Historical Park is a pet-friendly site in Lincoln, MA. Your leashed pup can tag along to explore the area of significant structures and landscapes associated with the opening battle of the American Revolution. Please note you must clean up after your pet, but no trash cans are provided.

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.

Charles River Esplanade

Charles River Esplanade

You and your leashed dog can spend a day of adventure along the banks of the river as you explore the Charles River Esplanade, a pet-friendly park in Boston, MA. Enjoy the park's paved pathways, scenic views, benches and abundant open space.

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.

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.

Oak Hill Conservation Land

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.

Derry Rail Trail

Derry Rail Trail

The Derry Rail Trail is a pet-friendly path located in Derry, NH. You and Fido can follow this four-mile trail through wetlands, woods and Derry’s town center. The Derry Rail Trail was historically part of the Boston & Maine railroad.

Vietnam Veteran's Park

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.

Arnold Arboretum of Harvard University

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.

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.

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.

Nashua Heritage Rail-Trail

Nashua Heritage Rail-Trail

The Nashua Heritage 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 Heritage 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.

Lotta Bradburn Shick Park

Lotta Bradburn Shick Park

Leashed dogs are allowed at Lotta Bradburn Shick Park in Brookline, MA. This pet-friendly hilltop park offers a spacious lawn area, walking trails, picnic shelters and picnic tables where you and Fido can rest and explore.

Acton Arboretum

Acton Arboretum

Acton Arboretum is a pet-friendly destination in Acton, MA. Controlled four-legged friends can tag along as you explore the area. The arboretum features garden pathways, a shaded 1.5-mile hiking trail, a boardwalk and more. Picnic tables are also available on site.

Winnekenni Park

Winnekenni Park

Winnekenni Park (named for the Algonquin word meaning "very beautiful") is a pet-friendly conservation area in Haverhill, MA, where leashed dogs can join their humans. You and Fido can explore the many lakes, ponds, nearly 10-miles of trails and even Winnekenni Castle at this scenic park.

Nashua River Rail Trail

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.

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Chelmsford, MA, US