There are 5 dog friendly activities in Woodstock, and 26 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 Woodstock.
Town of Woodstock
The Town of Woodstock in New York is pet friendly. Bring Fido for a day out of shopping and eating. Most shop owners provide water bowls outside, and some have their pets with them who may like to say hello.
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Overlook Mountain Wild Forest
Overlook Mountain Wild Forest is a pet-friendly spot in Woodstock, NY. Bring Fido out for a day to explore. The area hosts a hiking trail with a unique combination of a historic fire tower, mountain house ruins and impressive views. The summit of Overlook Mountain is one of the top three most visited locations in the Catskill Forest Preserve. Please keep Fido on a leash and look out for the Timber Rattlesnake.
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Woodstock Dog Park
Fido is invited to play at Woodstock Dog Park in New York. The park provides wooded areas and trails where dogs can interact with others and people without the restraint of being on a leash. To foster healthy, non-aggressive, and responsible canine social interaction, a safe off-leash area is provided that separately accommodates large dogs (over 30 pounds) and small dogs (under 30 pounds).
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Complete a Beautiful Painting
'Complete a Beautiful Painting' is a pet-friendly Airbnb Experience hosted by Mernie. Your host will show you how to paint an acryllic painting even if you have no previous experience. During the class, introduce your pooch to a friendly chihuahua and perhaps another small dog or two. The experience lasts 2.5 hours and can accommodate up to 2 guests ages 17 and up. Rates start at $55 per person.
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A Unique Lifecasting Experience
'A Unique Lifecasting Experience' is a pet-friendly Airbnb Experience hosted by Wendy and Brent. With prior approval, your well-behaved pooch is welcome to come along with you to this experience where you will have a three-dimensional Plaster of Paris mask of your face created. Your host promises a comfortable, peaceful environment while casting your face. Once the mold is removed, you will get to choose how you would like your life mask finished. Completion of drying and finishing can take at least 1 week. You can pick it up when it's finished, or your host can ship it to you for an additional charge. The experience lasts 2 hours and can accommodate up to 2 guests ages 18 and up. No prior experience necessary. Rates start at $250 per person.
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Black Snake Brewing Company
Black Snake Brewing Company is a dog-friendly establishment on a 146-acre farm in Staatsburg, NY. Fido is welcome to join you outdoors at a table. They brew specialty batches of beer and provide a space for friends and neighbors to gather and enjoy an authentic ground-to-glass experience.
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Shaupeneak Ridge
Shaupeneak Ridge in Ulster Park, NY, is a pet-friendly destination. Bring Fido for a day out to explore the 936.5 acres. Partake in one of the hiking trails that will provide beautiful scenery from the Marlboro Mountains and the chance to see a wetland pond and waterfall. Leash regulations apply.
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Olana State Historic Site
Olana State Historic Site is a historic house museum and property in Greenport, New York, near the city of Hudson. The estate was home to Frederic Edwin Church, one of the major figures in the Hudson River School of landscape painting. Access to Olana’s dog-friendly, 250-acre landscape is free. The park is open every day from 8 AM to sunset. Bring Fido to explore Frederic Church’s designed landscape with five miles of carriage roads as a way to enjoy the outdoors.
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Kingston Point Dog Park
Fido is invited to play at the Kingston Point Dog Park in New York. You and your furry friend can find this off-leash facility adjacent to and behind the softball field. The park is well-managed and features two separate sections for small and large dogs.
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Catamount Dog Park
Located at the luxurious Emerson Resort & Spa, Catamount Dog Park provides a safe haven for your dog to run, relax, mingle, and make friends in Mount Tremper, NY. During his visit, Fido can enjoy a dedicated fenced-in area with a separate section for small dogs, a K9 shower, and water fountains. To enjoy this off-leash amenity, book a dog-friendly room today at Emerson Resort & Spa.
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Kaaterskill Falls
Kaaterskill Falls has been one of the region's most popular attractions in Haines Falls, NY, for centuries. This pet-friendly hike welcomes dogs to join you to view the magnificent two-tier 260-foot waterfall. Plan an early morning weekday trip to avoid crowds and be prepared for muddy or slippery conditions after heavy rainfall. Visitors can also take Laurel House Road to reach a popular viewing platform looking down onto the waterfall.
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Greig Farm
Greig Farm is a dog-friendly u-pick farm in Red Hook, NY, and Fido is welcome to join you while on a lead. Depending on the season, you can pick you own apples, berries, pumpkins, and more. A schedule is available on their website. The farm market offers lunch and apple cider donuts. Abandoned Cider has a taproom in the barn and serves hard cider. A trail on the property is perfect for a walk or run with Fido. Please note that dogs are not permitted in the store on the property.
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Ashokan Rail Trail
Ashokan Rail Trail in Boiceville, NY, is pet friendly. This 11.5-mile flat recreational ADA path runs along Ashokan Reservoir and allows leashed dogs. A waste station is provided at the Boiceville Bridge Trailhead.
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Rail Explorers
Rail Explorers (Catskills Division) in Phoenicia, NY, is pet friendly. This year-round outdoor adventure attraction features pedal-powered rail bikes that welcome four-legged riders. Before booking, please be aware they may not be suitable for every pup due to noise and vibration from the rails. There is a limit of one dog per rail bike under 40 lbs, so Fido can sit comfortably and not be in danger of being struck by the pedals or pinched by chains.
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Old Rhinebeck Aerodrome
Old Rhinebeck Aerodrome is a pet-friendly business in Red Hook, NY. Fido is welcome to join you on their summer and fall weekend air shows, visit the museum, talk to pilots and have lunch. Water is available for your furry friend next to the gift shop.
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Kaaterskill Wild Forest
Take Fido on an outing through dog-friendly Kaaterskill Wild Forest in Saugerties, NY. Located within the Catskill Forest Preserve, this 7,620-acre area offers year-round activities for you and your canine companion. Enjoy taking one of the many hiking trails in warmer months or venture out to cross-country ski & snowshoe in winter. The 2.4 mile Huckleberry Point Trail offers view across the Hudson Valley, Overlook Mountain, and peaks emerging from the distant Indian Head Wilderness. The long and steep Kaaterskill High Peak Trail is a 6.5 mile route popular with hikers, mountain bikers, and horseback riders alike. Camping is permitted within Kaaterskill Wild Forest and one designated primitive campsite can be found along the Escarpment Trail.
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El Paso Winery
El Paso Winery is a dog-friendly winery in Ulster Park, NY, where Fido is welcome to join you for a tasting on the beautiful deck. Sip on a bottle or glass of wine and enjoy some cheese, olives, and chips and salsa (available for purchase). Or bring your own picnic and a blanket to enjoy the grounds with Fido. Their wines include Cabernet Sauvignon, Cabernet Franc, Merlot, Syrah, Pinot Noir, Riesling, and Chardonnay, as well as sweet wines. There is also a gift shop on site.
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Home of Franklin D. Roosevelt
Home of Franklin D. Roosevelt is pet-friendly. Franklin, Eleanor, Frederick and Louise shared their homes with various dogs over the years. You can help continue the tradition by bringing yours to the grounds on a leash. This site preserves the Springwood estate in Hyde Park, which was the birthplace, lifelong home, and burial place of the 32nd President of the United States, Franklin D. Roosevelt.
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Vanderbilt Mansion National Historic Site
Vanderbilt Mansion National Historic Site features beautiful grounds, gardens, and paved and wooded trails in Hyde Park, NY. Dogs are welcome to explore the property with you on a six-foot leash. Fido can enjoy the developed areas, the waterfront, the gardens and trails, but pets aren't permitted inside park facilities. Dog waste bags are provided on site for easy cleanup during your visit.
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Black Creek Preserve
Black Creek Preserve is a pet-friendly destination in Esopus, NY. Leashed dogs are welcome to join you as you explore the area. While here, check out the family-friendly hike that takes you to a suspension bridge spanning the creek and down the Hudson River shoreline. Please note the path starts steep.
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