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Dog-Friendly Activities in Winchendon, MA

There’s 1 dog-friendly activity in Winchendon, and 36 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 Winchendon.

Pet Friendly Lake Dennison Recreation Area

Lake Dennison Recreation Area

Lake Dennison Recreation Area

Lake Dennison Recreation Area is pet-friendly. The lake is ideal for people looking to hang out for a couple of days due to the large amount of campsites located around the water. You and Fido can explore the trails together, stop for a picnic next to the lake, and have a campfire at one of the dog-friendly campsites. Unfortunately, dogs are not allowed on the beach at the park. There is a fee for entry into the park and the beach opening times vary depending on the season. Dog owners are reminded to keep their pets on a leash for the duration of their stay and to clean up any mess after them.

Pet Friendly Chesterfield Gorge Natural Area

Chesterfield Gorge Natural Area

West Chesterfield, NH

Chesterfield Gorge Natural Area

Chesterfield Gorge Natural Area is a dog-friendly recreational spot in West Chesterfield, NH. This lovely woodland area is great for hikers to explore, especially during the fall when the leaves turn an array of colors. Fido will enjoy exploring the footpaths along the gorge that lead to scenic views of the area. The park is always open for dogs and their owners unless otherwise posted.

Red Apple Farm

Phillipston, MA

Leashed dogs are welcome at Red Apple Farm in Phillipston, MA. This pet-friendly, family-owned farm offers pick-your-own apples, blueberries, raspberries, pumpkins and more. Moon Hill Brewing Co. also has a brew barn at the farm that serves craft beers, ciders and a country barbecue food menu. Please note that there are farm animals present, including cats and chickens that may have free-range of the farm.

Ashuelot River Park

Ashuelot River Park

The pet-friendly Ashuelot River Park in Keene, NH is an idyllic 157-acre public park and wetlands preserve where leashed dogs are welcome. Take in the beautiful scenery while enjoying a picnic or hiking the trails with Fido.

Doane's Falls

Bring Fido to visit the beautiful Doane's Falls in Royalston, MA. The well-marked, pet-friendly trails will lead visitors to the views of the plunging and cascade waterfalls. Dropping approximately 175 feet in total, this local attraction offers a fun adventure for outdoor enthusiasts.

North Quabbin Dog Park

North Quabbin Dog Park

Pups can enjoy time off-leash at North Quabbin Dog Park in Orange, MA. This dog park has three separate sections, one for small dogs, the second for large dogs and the third for focused training and agility work. This dog park has no water available, so remember to bring some so Fido stays hydrated.

Frogg Brewing

Frogg Brewing is a dog-friendly brewery located in Swanzey, NH. Fido is welcome to join you at a table on their covered patio or spacious green area. They serve small, pub grub plates on certain days and often have a food truck on site. Please note that food truck hours vary seasonally.

Wachusett Mountain State Reservation

Wachusett Mountain State Reservation

Leashed dogs are welcome at Wachusett Mountain State Reservation in Princeton, MA. This 3000-acre public area is home to stunning views that can be seen from the 17-miles of pet-friendly trails that lead through forests and meadows. The mountain is the centerpiece of this park, with a glorious peak that towers 2,006-foot into the air. Hike or drive the paved road to the summit and enjoy the fantastic panoramic views of the surrounding area. Sunset is a very popular time to visit.

Ashuelot Recreational Rail Trail

Ashuelot Recreational Rail Trail

The Ashuelot Recreational 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 Swanzey! The map below shows a parking area with convenient access to the Ashuelot Recreational 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.

The Cheshire Horse

The Cheshire Horse

Bring Fido to The Cheshire Horse, a pet-friendly horse, pet and farm supply retailer in Swanzey, NH. Leashed canine customers are welcome to join their owners while they shop. Good dogs even receive a treat at the counter!

Pisgah State Park

Pisgah State Park

Dogs are welcome to join their owners at the pet-friendly Pisgah State Park in Winchester, NH for a walk through some rough forested terrain. The recreation area contains seven ponds, four highland ridges and numerous wetlands. There are six trailheads for you and Fido to choose between located throughout the park. You can bring your pup with you, as long as he is on a leash and all mess is cleaned up after him.

Rutland State Park

Rutland State Park

Leashed dogs are welcome at Rutland State Park, a pet-friendly 300-acre park in Rutland, MA. Home to Whitehall Pond, this is a popular spot for fishing and boating. You and Fido can explore the miles of trails throughout this scenic park.

Dunn State Park

Dunn State Park

You can bring Fido to Dunn State Park, a pretty park in Gardner, Massachusetts. Leashed dogs are welcome on the Woodland Trail, a wheelchair accessible pathway that weaves around the woods adjacent to the large pond at the center of the park. If your dog enjoys the water, they can join you on a boat in the water for some fishing or recreation. There are a number of picnic areas around the park that can be enjoyed by visitors as well.

Rhododendron State Park

Fitzwilliam, NH

Rhododendron State Park

You can bring Fido to the pet-friendly Rhododendron State Park in Fitzwilliam, NH for a look at some colorful flowers and beautiful views. The main attraction of the park is the 16-acre grove of Rhododendron Maximum. A wildflower trail winds through the forest adjacent to the grove, where you can see the flowers in bloom from early spring to the first frost. Dogs are welcome in certain areas of the park, as long as they are on a leash and all mess is cleaned up after them.

Greenfield State Park

Greenfield State Park

Greenfield State Park is a dog-friendly destination in New Hampshire. Tucked away in this 400-acre park, you and your pup can discover the Hogback Trail that takes you through ponds, bogs and forests. Please note your furry friend is prohibited from the beach area during your visit.

Lilac Hedge Farm

Lilac Hedge Farm

Lilac Hedge Farm, located in Rutland, MA, is a dog-friendly destination that warmly welcomes leashed, well-behaved dogs in its outdoor areas. Visitors can enjoy a variety of activities, including exploring the farm's scenic fields. The farm features a craft kitchen and bar offering fresh, made-to-order comfort foods such as pizza, burgers, fried chicken, and sandwiches, complemented by local brews, regional wines, signature cocktails, spiked floats, and wine slushies. An on-site ice cream stand provides a sweet treat for guests and pup cups for Fido. While dogs aren't permitted near the resident farm animals, they're welcome to join their owners at picnic tables and other designated outdoor spaces. The farm also hosts seasonal artisan festivals and events where leashed dogs are invited to participate.

Mount Grace State Forest

Mount Grace State Forest

Leashed dogs are welcome at Mount Grace State Forest, a pet-friendly natural space in Warwick, MA. You and Fido can enjoy the numerous multi-use trails that meander to the 1,621-foot summit at this scenic park.

Pulpit Falls

Pulpit Falls is a dog-friendly hiking trail in Winchester, NH. The out-and-back path, spanning just under one mile, is considered easy in difficulty and a great option for a quick adventure with your four-legged friend. Visitors will walk along the Pauchaug Brook to the 12' tall waterfall. Hikers can find the trailhead on NH-10, a.k .a. Manning Hill Rd.

Branch and Blade Brewing

Branch and Blade Brewing

Branch and Blade Brewing in Keene, NH welcomes your leashed pup to join you at an outdoor table on their pet-friendly covered patio. They also have a few picnic tables on their grassy lawn, where you can sip on a pint of beer. If you're interested in trying a variety of their craft brews, they have flights available for you to enjoy.

Honest Weight Artisan Beer

Honest Weight Artisan Beer

Honest Weight Artisan Beer is a pet-friendly brewery in Orange, MA. Fido is welcome to join you at a table inside their taproom while you sip on your favorite pint of craft beer. Your pup can enjoy complimentary water and a treat upon request, and outside food is welcome.

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Winchendon, MA, US