Other Dog Activities in Otis, MA

Leashed pups are allowed to join you at Hilltop Orchards, a pet-friendly, family-run orchard, cidery and winery in Richmond, MA. Home to 16 acres of prime apple trees, you can enjoy apple cider, artisanal craft ciders, wine tastings and incredible apple cider donuts made fresh daily. Then, explore the hiking trails throughout the property that offer excellent Berkshire views.

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.

TurnPark Art Space in West Stockbridge, MA, invites leashed dogs to join you as you view a variety of contemporary architecture and sculptures. The former marble quarry features 16 acres of land with a diverse topography, including hills, meadows, and a lake. The park consists of two levels. The lower level is paved with marble chip and limestone and the upper level retains its natural appearance.

Leashed dogs are welcome in outdoor spaces (weather permitting) at Land of Nod Vineyard & Winery, a pet-friendly winery in East Canaan, CT. Situated in the foothills of the Berkshires, on land steeped in early American History, this popular vineyard is a great place to hang out with your pup and sample a glass of fine wine. Open seasonally; check their website for current hours.

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.

Pleasant Valley Drive-In is a pet-friendly drive-in movie theater in Barkhamsted, CT. This nostalgic pastime is still going strong and invites you to bring your pooch along to watch a new release or a classic feature from the comfort of your car. Dog owners are reminded not to disturb other moviegoers by only bringing well-behaved dogs along who won't bark at the exciting scenes. If your dog needs a bathroom break, don't forget to clean up any mess that is left behind. Please note that Pleasant Valley Drive-In is cash only and open seasonally. Check their website for opening dates.

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.

Beckley Furnace Industrial Monument is a pet-friendly site in East Canaan, CT. Part of the National Register of Historic Places, the Beckley Furnace was once the site of iron production for railroad car wheels. Now you and Fido can enjoy a guided experience of this site or take advantage of the interpretive signs and wander around on your own. Just keep Fido on a leash at all times.

Well-behaved, leashed pups are welcome outside on the patio and surrounding areas at Clark Farms at Bushy Hill Orchard in Granby, CT. This pet-friendly attraction features a farm-to-table cafe, bakery, ice cream, fresh produce, and house-made hard cider. Please note that dogs aren’t permitted on the tractor or inside the cafe. The tractor ride is necessary to get to the orchard, so keep this in mind if picking apples.

Platt Hill State Park is a pet-friendly recreation area that covers 159 acres in the town of Winsted, CT. They welcome pooches to join their owners on the trails around the area. Although the area is not maintained, you can still access some trails and have a look around the pretty area.

Take Fido to the dog-friendly tasting room at Sunset Meadow of Massachusetts Winery, located in Sheffield, MA. Fido is welcome inside the winery or beside you at an outdoor table and must remain leashed. Dogs who visit Sunset Meadow should be friendly towards people, other pets, and be well socialized. Try a wine flight and take home a souvenir glass, or sip a refreshing ice-cold wine slushie. Sunset Meadow produce a selection of the finest New England wine and also sell small-batch seasonal bottles along with local meats, cheeses, spreads and crackers.