Dog Friendly Hiking Trails in Windsor, MA

There’s 1 dog-friendly hiking trail in Windsor, and 24 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 Windsor.

Atherton Meadows Wildlife Management Area

Whitingham, VT

Atherton Meadows Wildlife Management Area Four-legged friends are welcome to visit the pet-friendly Atherton Meadows Wildlife Management Area in Whitingham, VT. This outdoor recreation space offers an array of amenities for visitors, including hiking, photography, wildlife viewing and more. Owners are responsible for cleaning up after their pets. See Details

Cherry Plain State Park

Petersburgh, NY

Cherry Plain State Park Leashed dogs are welcome at Cherry Plain State Park, a pet-friendly recreation area in Petersburgh, NY. You and Fido can enjoy hiking, biking and cross-country skiing the park's trails. Boating, fishing and camping are also popular. You can bring a maximum of two pets and they must remain on a six-foot or shorter leash throughout your entire visit. Proof of a current rabies vaccination must be present. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray-grounds, or guarded beaches. Please clean up after Fido. See Details

Chester-Blandford State Forest

Blandford, MA

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. See Details

Peru State Forest

Peru, MA

Peru State Forest Peru State Forest is a pet-friendly attraction in Peru, MA. Your furry companion can tag along to enjoy this oasis. Activities include hiking, birdwatching, camping, fishing and picnicking. Trails wind through stunning landscapes, streams, crystal-clear ponds and more for all endurance levels. Please ensure Fido remains on a leash during your adventure. See Details

Monument Mountain Reservation

Great Barrington, MA

Monument Mountain Reservation Leashed dogs are allowed at Monument Mountain Reservation in Great Barrington, MA. This pet-friendly natural space features beautiful and moderately strenuous hiking trails. One trail reaches the 1,642-foot summit of the mountain and offers incredible Housatonic River Valley views. See Details