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    Dog Friendly Activities in Lenox, MA

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    There are 2 dog friendly activities in Lenox, and 38 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 Lenox.

    Pet Friendly Tolland State Forest

    Tolland State Forest

    Otis, MA
    Tolland State Forest Leashed dogs are welcome to join their owners at Tolland State Forest in East Otis, Massachusetts. The centerpiece of this pet-friendly park is Otis Reservoir, where you can enjoy fishing and boating. You and Fido can also explore the lovely trails here by hiking, biking or cross-country skiing. See Details
    Pet Friendly Mount Washington State Forest

    Mount Washington State Forest

    Mount Washington, MA
    Mount Washington State Forest Leashed dogs are welcome at Mount Washington State Forest in Massachusetts. There are more than 30 miles of pet-friendly trails to explore with Fido. One of the most popular is the South Taconic Trail that leads to the summit of Alander Mountain and offers stunning views. See Details

    Ashuwillticook Rail Trail

    Cheshire, MA
    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 Cheshire! 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. See Details

    Farnsworth Fine Cannabis Company

    Great Barrington, MA
    Farnsworth Fine Cannabis Company Farnsworth Fine Cannabis Company is a dog-friendly recreational marijuana dispensary in Great Barrington, MA. Fido is welcome to join you as you peruse the upscale space that was featured in Architectural Digest's list of the "most stylish dispensaries in the country." See Details

    Mount Everett State Reservation

    Mount Washington, MA
    Mount Everett State Reservation Leashed dogs are allowed to join their humans at Mount Everett State Reservation in Mount Washington, MA. The centerpiece of this pet-friendly park is in the name, Mount Everett, which stretches 2,624-feet into the sky. You and Fido can wander the hiking trails that wind up to the peak, where, on a clear day, you'll discover 360 degree views of three states: Massachusetts, Connecticut, and New York. There are a number of other hiking trails that lead through the scenic woodland of this lovely park. See Details

    Jug End State Reservation and Wildlife Management Area

    Egremont, MA
    Jug End State Reservation and Wildlife Management Area Leashed dogs are welcome at Jug End State Reservation and Wildlife Management Area in Egremont, MA. This pet-friendly park is home to scenic views of the Berkshire Hills. In addition to having numerous hiking trails for you and Fido to explore, Jug End also offers access to the Appalachian Trail. See Details

    Love's Travel Stop

    Canaan, NY
    Love's Travel Stop Love's Travel Stop in Canaan, NY, is a dog-friendly gas station and rest area. Across America, you'll find Love's Travel Stops that offer facilities for traveling canines. This location has a fully-fenced dog park with a convenient waste station. See Details

    Sandisfield State Forest

    Sandisfield, MA
    Sandisfield State Forest Leashed pups are welcome at Sandisfield State Forest, a dog-friendly recreation area in Sandisfield, MA. Home to a northern hardwood forest that sprawls across the park, this popular space offers the 2.2-mile moderately challenging Pond Loop Trail for you and Fido to explore. Kayaking and fishing are also popular at the scenic York Lake. However, dogs are unfortunately not permitted on any of the beaches or landscaped lawns at this state forest. See Details

    Windsor State Forest

    Windsor, MA
    Windsor State Forest Leashed dogs are welcome at Windsor State Forest, a pet-friendly natural space in Windsor, MA. Visitors are drawn to this pretty park for the views of the Berkshire Hills. You and Fido can explore the area together, including Windsor Jambs waterfall and the Windsor Jambs Brook that weaves through a wide gorge with 80-foot granite walls. See Details

    Sunset Meadow of Massachusetts

    Sheffield, MA
    Sunset Meadow of Massachusetts 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. See Details

    Big Elm Brewing - Great Barrington Taproom

    Great Barrington, MA
    Big Elm Brewing - Great Barrington Taproom Locally, women-owned Big Elm Brewing in Great Barrington, MA is pet friendly. Bring Fido along while you enjoy house-brewed beers in a variety of styles, and be sure to request a milk bone from the bar staff! Dogs are allowed inside taproom and outside on the porch., and while they don't serve food on site, you're welcome to bring in or order food from nearby establishments. See Details

    Familiar Trees

    Great Barrington, MA
    Familiar Trees Visit the dog-friendly Familiar Trees in Great Barrington, MA. Your leashed furry friend is welcome to join you inside this local bookshop, which offers a wide range of vintage and contemporary objects, art, and an extensive selection of books in the architecture, design, cinema, literature, non-fiction and photography genres. See Details

    Becket Land Trust

    Becket, MA
    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. See Details

    Taconic State Park

    Copake Falls, NY
    Taconic State Park Taconic State Park is a pet-friendly recreation area in Copake Falls, NY. You and your leashed dog can enjoy hiking the park's trails, camping, fishing, and picnicking. A maximum of two pets can join you at this park, and they must be supervised and on a six-foot or shorter leash throughout their visit. Pets aren’t permitted in buildings, playgrounds, golf courses, boardwalks, pools, spray grounds or guarded beaches. Please clean up after Fido. 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

    East Mountain State Forest

    Great Barrington, MA
    East Mountain State Forest East Mountain State Forest is a pet-friendly route in Great Barrington, MA. Your leashed canine companion can tag along as you hop on this challenging trip along the Appalachian Trail. The area features four beautiful overlooks with views of three states. Please note the terrain is rugged and that the area is a habitat for coyotes, bears, deer, and turkeys. 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

    Tolland State Forest

    Otis, MA
    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. 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

    Lee Premium Outlets

    Lee, MA
    Lee Premium Outlets Leashed dogs are welcome in outdoor spaces at Lee Premium Outlets, a pet-friendly outdoor shopping destination in the beautiful Berkshires of Lee, MA. Designed to mirror a quaint New England village, Fido is welcome in some of stores that feature pet-friendly stickers on their doors. Pups can even enjoy the on-site dog park. The recreational area contains two kennels, a water station, waste disposal station, and picnic table. You can find the dog park at the north end of the property near Bath & Body Works, Coach, and American Eagle Outfitters. See Details
    Lenox, MA, US