Dog-Friendly Activities in Holland, MA

There are 38 dog-friendly activities within 40 kilometers 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 Charlton
Tree House Brewing Company Charlton
Tree House Brewing Co. is a dog-friendly artisanal brewery, with a location in Charlton, MA, that welcomes Fido to join you at a table inside or on their spacious outdoor patio. 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.
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Pet Friendly Bigelow Hollow State Park & Nipmuck State Forest
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.
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Pet Friendly Wells State Park
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.
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Pet Friendly Brookfield Orchards
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.
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Pet Friendly Oakholm Brewing Company
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.
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Pet Friendly Seven Railroads Brewing Company
Seven Railroads Brewing Company
Enjoy fresh craft brews with your leashed pup at Seven Railroads Brewing Company in Palmer, MA. This dog-friendly taproom serves a variety of ales and lagers, indoors or out, making it the perfect spot for beer lovers and their four-legged companions.
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Pet Friendly Natchaug State Forest
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.
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Pet Friendly Rapscallion Brewery & Taproom
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.
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Pet Friendly Westville Recreation Area
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.
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Pet Friendly Mitchell D. Phaiah's Dog Park
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.
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Pet Friendly Belding Wildlife Management Area
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.
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Pet Friendly Opacum Woods
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.
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Pet Friendly Hardwick Vineyard & Winery
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.
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Pet Friendly Creaser Park
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.
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Pet Friendly Old Furnace State Park
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.
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Pet Friendly James L. Goodwin State Forest
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.
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Pet Friendly Hop River State Park Trail
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.
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Pet Friendly Airline North State Park Trail
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.
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Pet Friendly Spencer State Forest
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.
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Pet Friendly Fountain Park
Fountain Park
Bring Fido to blow off some steam at the dog-friendly Fountain Park in Wilbraham, MA. This 144-acre community recreation area welcomes your pup to run around and play off leash through the many trails and open fields. Please note the park is not fenced in, so dogs must be under voice control at all times.
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