Dog-Friendly Activities in Middlefield, MA

There are 31 dog-friendly activities within 20 miles of Middlefield. 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 Middlefield.

Pet Friendly The Mount, Edith Wharton's Home
The Mount, Edith Wharton's Home
The Mount, Edith Wharton's Home, is a dog-friendly venue in Lenox, MA. The famous novelist loved dogs, and as such, Fido is welcome to join you on the grounds as long as they remain leashed. Visit and see the home that Edith Wharton designed herself, right down to the sunken Italian garden.
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Pet Friendly Mount Greylock State Reservation
Mount Greylock State Reservation
Leashed dogs are welcome at Mount Greylock State Reservation, a pet-friendly park in Lanesborough, MA. You and Fido can explore the miles of hiking trails, rated from casual to strenuous. You can also drive the seasonally available summit road to the peak of the state's highest point.
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Pet Friendly Herman Melville’s Arrowhead
Herman Melville’s Arrowhead
Leashed dogs are welcome on the grounds and inside the gift shop at the pet-friendly Herman Melville’s Arrowhead in Pittsfield, MA. Bring Fido and learn more about the famous author who penned "Moby-Dick." Take a stroll along Melville Trail to view the places that provided inspiration for his work. Please note dogs are not permitted inside the historic home.
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Pet Friendly Stanley Park
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.
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Pet Friendly 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.
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Pet Friendly Pittsfield State Forest
Pittsfield State Forest
Leashed dogs are welcome at Pittsfield State Forest, a pet-friendly natural area in Pittsfield, MA.There are 30 miles of trails to explore at this huge, 11,000-acre park, including the Taconic Crest Trail and the Tranquility. Berry Pond is also a popular spot in the park that offers swimming and fishing opportunities.
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Pet Friendly Pittsfield Dog Park
Pittsfield Dog Park
Fido is sure to enjoy a day spent with friends at Pittsfield Dog Park, located in Pittsfield, MA. The dog park is a fully-fenced in, off leash area with separate spaces for large and small dogs. Well-behaved dogs are welcomed to exercise and socialize in a clean, safe environment. A hydration station will provide relief for thirsty pets at play! Dogs visiting Pittsfield Dog Park must be at least six months old and be licensed, vaccinated and spayed or neutered. All dogs should be wearing their tags and remain within view of their owners. The dog park is open from dawn until dusk.
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Pet Friendly October Mountain State Forest
October Mountain State Forest
Leashed dogs are welcome at October Mountain State Forest, a pet-friendly park in Lee, MA. You and Fido can explore numerous different trails, including a portion of the Appalachian Trail and the Gorge Trail which passes the scenic Shermerhorn Gorge. Fishing, kayaking and cross-country skiing are also popular activities.
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Pet Friendly 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.
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Pet Friendly Berkshire Canoe Tours
Berkshire Canoe Tours
Berkshire Canoe Tours hosts dog-friendly tours in Lenox, MA. Fido is welcome to join you as you canoe or kayak along the Housatonic River. Enjoy the beautiful scenery and wildlife as you paddle. Reservations are required.
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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.
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Pet Friendly Sena Farm Brewery
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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Pet Friendly Becket Land Trust
Becket Land Trust
Becket Land Trust is a pet-friendly recreational hub in Becket, MA. Your leashed furry companion can tag along to explore over 300 areas. Established by a dedicated group of citizens, the park aims to preserve the town's rustic charm, safeguard its natural resources and conserve ecologically sensitive zones. Please keep your pup under control during your visit, and be aware that a parking fee is applicable.
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Pet Friendly Parsons Marsh Reserve
Parsons Marsh Reserve
Parsons Marsh Trail in Lenox, MA, offers a scenic dog-friendly walk through the woods. This 0.6-mile round-trip trail features a mix of packed trail and elevated boardwalk, making it accessible and easy to navigate. Built in 2018 to U.S. Forest Service accessibility standards, it’s a great spot for a peaceful stroll, geocaching or a picnic with your pup.
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Pet Friendly Beartown State Forest
Beartown State Forest
Leashed dogs are allowed at Beartown State Forest in Monterey, MA. Home to a 12,000-acre forest and Benedict Pond, you and Fido can take on the pet-friendly Benedict Pond Loop Trail, which circles the scenic pond. Although a nice location year round, one of the best times to visit is in autumn to enjoy the breathtaking fall foliage.
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Pet Friendly Savoy Mountain State Forest
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.
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Pet Friendly Daughters of the American Revolution (DAR) State Forest
Daughters of the American Revolution (DAR) State Forest
Daughters of the American Revolution (DAR) State Forest in Goshen, MA is pet friendly. Fido is welcome to tag along as you explore the area. The park offers 15 miles of hiking trails for all experience levels and lakes to fish in. Please note that a parking fee is involved, and your pup must be leashed at all times.
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Pet Friendly Chester-Blandford State Forest
Chester-Blandford State Forest
Chester-Blandford State Forest is a pet-friendly attraction in Chester, MA. Your leashed furry companion can tag along to explore the area. Amenities include hiking trails for all experience levels and fishing. A picnic area is also available on site. Please ensure Fido remains on a leash during your visit.
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Pet Friendly Tolland State Forest
Tolland State Forest
Tolland State Forest is a pet-friendly spot in Otis, MA. Your four-legged companion can tag along as you explore the area. Activities include hiking, sailing, fishing and kayaking. Please be aware of hunting season and note that there's a parking fee and dogs can't use the beach.
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Pet Friendly 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.
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