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    Dog Friendly Activities in Holland, MA

    There are 35 dog friendly activities within 20 miles of Holland. 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 Holland.

    Pet Friendly Tree House Brewing Company

    Tree House Brewing Company

    Charlton, MA
    Tree House Brewing Company Tree House Brewing Co. is a dog-friendly artisanal brewery located in Charlton, MA. Creating small, hand-crafted batches of beer using well water and luxury ingredients, their goal is to make the best beer in the world without compromising values or quality. Try the Vanilla Bean Truth stout, Ghost Emoji double IPA, Walk in the Sun double IPA, or Dreamer Hefeweizen when you're visiting! See Details
    Pet Friendly Bigelow Hollow State Park & Nipmuck State Forest

    Bigelow Hollow State Park & Nipmuck State Forest

    Union, CT
    Bigelow Hollow State Park & Nipmuck State Forest Dog-friendly Bigelow Hollow State Park & Nipmuck State Forest in Union, CT, offers boating, fishing and hiking to locals and visitors. Stretching over 9,000 acres, the park has scenic hiking trails and access points to Mashapaug Lake & Bigelow Pond. Please keep Fido leashed during your visit. See Details

    Wells State Park

    Sturbridge, MA
    Wells State Park Wells State Park is a dog-friendly wooded area in Sturbridge, MA, that welcomes leashed pups. Surrounding a pond, this park is ideal for fishing and boating. The best hike is up Carpenter Rocks, leading to a fantastic view of the park and the surrounding area. See Details

    Brookfield Orchards

    North Brookfield, MA
    Brookfield Orchards Leashed pups are welcome at Brookfield Orchards, a pet-friendly attraction in North Brookfield, MA. While dogs are not permitted in the country store and snack bar, the orchard grounds and playground welcome Fido to explore. Pups can also join when the pick-your-own apples are ready. See Details

    Mitchell D. Phaiah's Dog Park

    Danielson, CT
    Mitchell D. Phaiah's Dog Park Bring Fido for some off-leash play at Mitchell D. Phaiah's Dog Park in Danielson, CT. The fenced dog park features separate large and small dog sections, benches, waste receptacles and waste bags to clean up after your pup. If Fido has some energy left, the shady River Trail starts at the dog park and welcomes leashed dogs. See Details

    Natchaug State Forest

    Eastford, CT
    Natchaug State Forest Leashed dogs are allowed at Natchaug State Forest, a pet-friendly outdoor space in Easton, CT. Pups are welcome in the picnic areas and hiking trails. Other popular activities include fishing, horseback riding, mountain biking and cross-country skiing. See Details

    Milk Room Brewing Company

    Rutland, MA
    Milk Room Brewing Company Milk Room Brewing Company is an outdoor seasonal establishment in Rutland, MA, that is dog friendly. Leashed and friendly pups are welcome to tag along as you enjoy a pint in their beer pasture overlooking the bison grazing nearby or on their deck. They also offer a large area for kids, including a gaga pit and a spot to check out the goats, donkeys, and cows. Be sure to check out their website for events and new offerings. See Details

    Oakholm Brewing Company

    Brookfield, MA
    Oakholm Brewing Company Oakholm Brewing Company is a pet-friendly taproom located on the Oakholm Farm Estate in Brookfield, MA. Your pup is welcome inside and out at their sprawling facility. The inside has upstairs and downstairs seating in their cozy, cabin-like atmosphere, and the outside offers picnic tables lined with string lights. Their space also features disc golf, fire pits, live animals, and live music on weekends. Also, be sure to check out their social media for food truck pop-ups. See Details

    Westville Recreation Area

    Sturbridge, MA
    Westville Recreation Area Leashed dogs are allowed on the pet-friendly trails throughout Westville Recreation Area in Sturbridge, MA. This natural space offers scenic views of Westville Lake and year round recreation options. See Details

    Rapscallion Brewery & Taproom

    Spencer, MA
    Rapscallion Brewery & Taproom Rapscallion Brewery & Taproom is a pet-friendly establishment in Spencer, MA. Enjoy a microbrew with your pup outside on the parking lot patio, partially shaded by a pergola. In addition to craft brews, wine and local hard ciders are also available. You can bring your own food to enjoy on site, or order one of their homemade snacks such as guacamole, fresh salsa, and hummus. See Details

    Belding Wildlife Management Area

    Vernon, CT
    Belding Wildlife Management Area The Belding Wildlife Management Area in Vernon, CT, welcomes leashed pets. It is rarely crowded, so it's great to take Fido on a hike in the peaceful outdoors. There's a pond for fishing, and the blazed, pet-friendly trails follow rivers that branch from Valley Falls. See Details

    Opacum Woods

    Sturbridge, MA
    Opacum Woods Opacum Woods is a dog-friendly conservation area in Sturbridge, MA. Leashed dogs are welcome to join you on the 266-acre property that offers approximately four miles of hiking trails. There are separate trails marked with blue, red, yellow, and green blazes. Enjoy trekking through the forest near ponds, swaps, and vernal pools. See Details

    Creaser Park

    Coventry, CT
    Creaser Park Leashed dogs are welcome at Creaser Park, a lovely public park in Coventry, CT. This park includes a variety of trails, as well as a clean, sandy-bottomed pond where you can wade while your dog swims. See Details

    Old Sturbridge Village

    Sturbridge, MA
    Old Sturbridge Village Old Sturbridge Village in Sturbridge, MA, allows members to bring their well-behaved, leashed pups to this popular living history museum on select pet-friendly Dog Days. Check their website for upcoming Dog Day dates. All canine visitors must be registered before visiting and all information can be found on their website. See Details

    Hop River State Park Trail

    Bolton, CT
    Hop River State Park Trail The Hop River State Park 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 Bolton! The map below shows a parking area with convenient access to the Hop River State Park 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

    Spencer State Forest

    Spencer, MA
    Spencer State Forest Spencer State Forest is a pet-friendly recreation area in Spencer, MA. Leashed dogs are welcome to join their humans on the miles of scenic trails that meander through the woods and across rivers. See Details

    Airline North State Park Trail

    Hampton, CT
    Airline North State Park Trail The Airline North State Park 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 Hampton! The map below shows a parking area with convenient access to the Airline North State Park 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

    Old Furnace State Park

    Killingly, CT
    Old Furnace State Park Old Furnace State Park is a 367-acre pet-friendly park in Killingly, CT. You and your leashed pup are welcome to walk along the quarter-mile trail to wander to a viewpoint that overlooks ten miles of stunning scenery all around. See Details

    Hardwick Vineyard & Winery

    Hardwick, MA
    Hardwick Vineyard & Winery Hardwick Vineyard & Winery in Hardwick, MA, has a large dog-friendly outdoor seating space. Fido can accompany you to a picnic table on the spacious lawn as long as they are leashed. A family owned establishment for over 25 years, the winery occupies a beautifully restored 1795 Federal style Mansion and timber frame barn. Enjoy a glass of exquisite wine while overlooking the picturesque vineyard, gardens, and mountain vistas. See Details

    James L. Goodwin State Forest

    Hampton, CT
    James L. Goodwin State Forest James L. Goodwin State Forest is a dog-friendly wooded area in Hampton, CT, that covers three square miles. In addition to pine trees all over, the centerpiece of the park is the beautiful 135 acre Pine Acres Lake. Fido is welcome to join you in the park as long as they are on a leash under seven-feet in length. See Details
    Holland, MA, US