Dog Friendly Activities in Chesterfield, MA

There are 30 dog friendly activities within 20 miles of Chesterfield. 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 Chesterfield.

Pet Friendly Chesterfield Gorge
Chesterfield Gorge Chesterfield Gorge is a pet-friendly recreational hub in Chesterfield, MA. Your furry friend can join you as you explore the area. Upon hiking the half-mile trail, you'll witness a dramatic rock canyon and the Westfield River, a popular spot for catch-and-release fly fishing. Please ensure Fido remains on a leash during your stay. See Details
Pet Friendly Mount Sugarloaf State Reservation
Mount Sugarloaf State Reservation Leashed dogs are allowed at Mount Sugarloaf State Reservation, a pet-friendly preserve in South Deerfield, MA. You and Fido can explore a few different trails that lead to the summit of Mount Sugarloaf, offering amazing views of the Connecticut River Valley. See Details
South Hadley Dog Park South Hadley Dog Park welcomes your pooch to play off-leash in a 2-acre fenced park. The space is divided into a small and large dog side. Inside the park, you'll find a water fountain, trash cans and benches. Dog owners are reminded to clean up after pups. South Hadley Dog Park is open every day of the week from dawn until dusk. See Details
Smith Vocational Agricultural Fields Smith Vocational Agricultural Fields is Northampton's unofficial dog park. Local dogs and their owners can often be found walking along the trails and through the meadows of this hidden gem. Dog owners are reminded to clean up any mess that is left behind and to make sure their dogs are under control. See Details
Paws Park Fido can play off-leash at Paws Park, a fenced dog park located within the larger pet-friendly Green River Park in Greenfield, MA. The dog park offers two separate canine play areas, agility elements, shade, water stations and benches. See Details
Stanley Park Stanley Park in Westfield, MA is pet-friendly. Bring your leashed dog along for a walk on the paved trails, then relax on the grassy areas and look out for lesser-spotted black squirrels who call the park home. Pick up after your pup and place any waste in the trash cans provided. See Details
Ashuwillticook Rail Trail The Ashuwillticook 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 Adams! The map below shows a parking area with convenient access to the Ashuwillticook 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
Hampton Ponds State Park Leashed dogs are allowed at Hampton Ponds State Park, a pet-friendly natural space in Westfield, MA. This spot is perfect for exploring the shoreline with Fido, boating, kayaking, picnicking and fishing. See Details
Mount Tom State Reservation Dogs are welcome to join their owners at Mount Tom State Reservation. Located just a stone's throw away from downtown Holyoke, this stunning park spans 2,161 acres of trees and rolling hills. There are 22 miles of trails to explore with your pooch, some of which lead to brilliant views of the Pioneer Valley in west-central Massachusetts. You are invited to bring your pooch with you to enjoy the many trails and picnic areas around the park, as long as they are on a leash and all mess is cleaned up after them. Mount Tom State Reservation is open every day of the week from sunrise to sunset. See Details
Canalside Rail Trail The Canalside 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 Turners Falls! The map below shows a parking area with convenient access to the Canalside 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
Community Field Park Dog Park Pups can enjoy time off-leash at Community Field Park dog park in Holyoke, MA. This small, fenced dog park offers basic agility equipment, trees, benches, a wood chip ground cover and waste stations. If you and Fido still have some energy, the larger, pet-friendly Community Field Park offers trails that leashed pups can join you in exploring. See Details
Westfield Dog Bark Fido can play and socialize off-leash at Westfield Dog Bark in Westfield, MA. This fenced dog park is a spacious area for pups that offers partial shade from tree cover, a water spigot (not available during winter months), wood chip ground cover, waste stations, benches and picnic tables. See Details
Savoy Mountain State Forest Leashed pups can join their humans at Savoy Mountain State Forest in Florida, MA. There are 50 miles of pet-friendly trails that weave around this stunning forest. Kayaking, fishing and cross-country skiing are also popular here. Autumn is an especially beautiful time of year to visit the park and marvel at the fall foliage. See Details
Wahconah Falls State Park Leashed pups can join you at Wahconah Falls State Park, a dog-friendly park in Dalton, MA. You and Fido can explore the half-mile loop trail along the upper falls that offers stunning views. This park also features fishing opportunities and scenic picnic areas. See Details
Tolland State Forest Leashed dogs are welcome to join their owners at Tolland State Forest in East Otis, Massachusetts. The centerpiece of this pet-friendly park is Otis Reservoir, where you can enjoy fishing and boating. You and Fido can also explore the lovely trails here by hiking, biking or cross-country skiing. See Details
Dufresne Dog Park Fido can play off-leash at Dufresne Dog Park in Granby, MA. This fenced dog park offers separate small and large dog spaces. Please note the park is closed daily from 7AM - 8AM for maintenance. If you and Fido still have some energy, leashed dogs are welcome on the trails throughout the larger, pet-friendly Dufresne Park. See Details
Deerfield River Portage Deerfield River Portage offers dog-friendly river tubing in Conway, MA. The 3.5-mile river ride runs through a pristine and undeveloped canyon and stretch of river. Full service river tubing includes parking, transportation to and from the river, tubes, life jackets and towel service at pick-up. This is a seasonal attraction and reservations are required. Please mention that Fido will be joining you when making your reservation. See Details
Mittineague Park Hiking Trails Leashed dogs are welcome to walk on the pet-friendly Mittineague Park Hiking Trails in West Springfield, MA. Enjoy a variety of scenic paths along the Westfield River, including the Meadow Trail and Tatum Falls Trail. See Details
Manhan Rail Trail The Manhan 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 Easthampton! The map below shows a parking area with convenient access to the Manhan 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
Canalside Rail Trail The Canalside 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 Deerfield! The map below shows a parking area with convenient access to the Canalside 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
Chesterfield, MA, US