Dog-Friendly Activities in Winchester, NH

There are 2 dog-friendly activities in Winchester, and 40 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 Winchester.

Pet Friendly Pulpit Falls
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. See Details
Pet Friendly 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. See Details
Mount Sugarloaf State Reservation Leashed dogs are allowed at Mount Sugarloaf State Reservation, a pet-friendly preserve in South Deerfield, MA. You and Fido can explore a few different trails that lead to the summit of Mount Sugarloaf, offering amazing views of the Connecticut River Valley. See Details
Red Apple Farm 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. See Details
Modestman Brewing Modestman Brewing is a dog-friendly brewery in Keene, NH. Fido is welcome to join you at a table on the outdoor patio (weather permitting). The brewery is known for its New England style IPA, but they brew all styles of beer. You can purchase food from the food truck on the back patio or bring your own food. See Details
Madame Sherri Forest Madame Sherri Forest is a dog-friendly area that spans 513 acres in West Chesterfield, NH. Inside the forest, you'll find an information kiosk, historic ruins, a pond and hiking trails. The Madame Sherri Castle ruins are a stunning spot to snap a few pictures with your pooch. While you're there, you can take The Indian Pond Trail to a beautiful mountain lake where Fido can cool off. Another popular hiking trail is Ann Stokes Loop, a two-mile trail that takes in views of Chesterfield and Indian Pond. Please keep your pup on a leash and remember to clean up after him. See Details
Fort Dummer State Park Bring Fido to Fort Dummer State Park in Guilford, VT, located just outside Brattleboro. This pet-friendly recreation space welcomes pups and their owners to explore the 217 acres of land together while enjoying activities like photography, hiking and wildlife viewing. Owners are responsible for cleaning up after their pets. Note that day-use fees may apply. See Details
Paws Park Fido can play off-leash at Paws Park, a fenced dog park located within the larger pet-friendly Green River Park in Greenfield, MA. The dog park offers two separate canine play areas, agility elements, shade, water stations and benches. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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! See Details
Canalside Rail Trail The Canalside 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 Turners Falls! The map below shows a parking area with convenient access to the Canalside 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
Erving State Forest Leashed dogs are allowed to join their humans at Erving State Forest in Erving, MA. You and Fido can hike the eight miles of pet-friendly trails that weave alongside Laurel Lake. Kayaking, biking, fishing and cross-country skiing are also popular activities here. See Details
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. See Details
Saxtons Distillery Fido is welcome to join you at the pet-friendly Saxtons Distillery in Brattleboro, VT. This distillery uses local ingredients like Vermont maple syrup and locally-roasted coffee for their spirits! Sample a flight of their drinks like Sapling Maple Bourbon and Perc Coffee Liqueur. Leashed pups can join you inside, and there is outdoor seating as well. Call ahead if bringing Fido. See Details
Northfield Drive-In Open seasonally, Fido is allowed to join your family to see a weekend movie at dog-friendly Northfield Drive-In, located in Hinsdale, NH. Fido must remained leash and quiet throughout the duration of the movie. Northfield Drive-in is a cash only establishment with a snack bar and restrooms on site. Come rain or shine and enjoy a great weekend outing with Fido in tow. See Details
Green River Covered Bridge Green River Covered Bridge is a pet-friendly spot in Guilford, CT. This stunning wooden structure invites you and your pup to take memorable photos. Just upstream from the bridge, you'll find a gravel beach that gently slopes into the pond behind the timber dam. Note that the road leading to the bridge transitions from paved to dirt. See Details
Winchester, NH, US