Dog-Friendly Activities Near PSF Airport

Fido is welcome to join you inside or at an outdoor table at Balderdash Cellars, a pet-friendly winery in Richmond, MA. Enjoy a variety of wine options including white, red and rosé, which you can buy by the glass or try multiple by doing a tasting. You are welcome to bring your own food.

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.

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.

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.

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.

Olivia’s Overlook, located in West Stockbridge, MA, offers a beautiful vista view and access to several dog-friendly hiking trails within the Yokun Ridge South reserve. Leashed pups are welcome to join you on your outdoor adventure through forests, ridgelines and peaceful paths. It's a scenic spot perfect for a relaxing walk or a longer hike with your four-legged friend.

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.