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Dog-Friendly Activities in Chesterfield, MA

There’s 1 dog-friendly activity in Chesterfield, and 41 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 Chesterfield.

Pet Friendly Chesterfield Gorge

Chesterfield Gorge

Chesterfield, MA

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.

Pet Friendly Mount Sugarloaf State Reservation

Mount Sugarloaf State Reservation

South Deerfield, MA

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.

Smith Vocational Agricultural Fields

Northampton, MA

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.

South Hadley Dog Park

South Hadley, MA

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.

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.

Mittineague Park Hiking Trails

West Springfield, MA

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.

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.

Ashuwillticook Rail Trail

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.

Mount Tom State Reservation

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.

Broadside Bookshop

Northampton, MA

Broadside Bookshop

Bring Fido to the dog-friendly Broadside Bookshop in Northampton, MA. This independent bookstore invites furry friends to join their owners inside to browse through a range of items, including books, maps, games, and unique gifts.

Inspirit Crystals

Northampton, MA

Inspirit Crystals

Inspirit Crystals is a dog-friendly store located in Northampton, MA. Your furry best friend is welcome to tag along to browse their selection. They offer a wide range of crystals and metaphysical items.

Canalside Rail Trail

Turners Falls, MA

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.

Westfield Dog Bark

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.

Dufresne Dog Park

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.

Wahconah Falls State Park

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.

Adams Dog Park

Dogs can enjoy off-leash play at Adams Dog Park in Adams, MA. This fenced recreation area features double-gated entry, a picnic table, waste stations with disposal bags, and nearby parking for easy access. Fido should be leashed when entering and exiting the dog park area.

Hampton Ponds State Park

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.

McCray's Farm

South Hadley, MA

McCray's Farm in South Hadley, MA, is a dog-friendly spot you won't want to miss. Fido can join you at one of their outdoor tables when their seasonal restaurant is open. As long as your pup is friendly and leashed, they can also join you on a walk through the petting zoo or for a ride on one of their wagons. Furry friends are not permitted on the mini-golf course or at any of the holiday activities.

Black Birch Vineyard

Black Birch Vineyard

Black Birch Vineyard is a pet-friendly boutique winery in the farming-rich community of Hatfield, MA. Fido can join you on either their outdoor patio that has both covered and non-covered spots or on their large lawn that has Adirondack chairs and picnic tables. Your furry friend may be greeted by either the resident dogs or cats. Enjoy one of their award-winning wines like their chardonnay or gruner veltliner with food from one of the many rotating food vendors.

Sena Farm Brewery

Worthington, MA

Sena Farm Brewery

Sena Farm Brewery is a dog-friendly brewery nestled in the foothills of the Berkshires in Worthington, MA. Fido is welcome inside the barn and to explore the farm outside. Guests can enjoy a variety of style beers like pale ale, saison, IPA and pilsner. The brewery also hosts special events and food trucks. Check their website for a current schedule.

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Chesterfield, MA, US