Dog Friendly Hiking Trails in Woodstock, NY

There’s 1 dog-friendly hiking trail in Woodstock, and 12 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.

Pet Friendly Overlook Mountain Wild Forest
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. See Details
Pet Friendly Olana State Historic Site
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
Mount Tremper Trail Mount Tremper Trail is pet-friendly. This mountainous hiking trail in New York welcomes leashed dogs to join their owners on an expedition. The best time to hike is March through November. Remember to bring snowshoes and boots for Fido if you plan on attempting the hike in winter. See Details
Sojourner Truth State Park Sojourner Truth State Park in Kingston, NY is pet-friendly. Opened in 2022, this beautiful state park honors African American abolitionist and suffragist Sojourner Truth and features one mile of Hudson River shoreline and river overlooks of pretty vistas. Elsewhere in the park, visitors will find 17 unique habitats like woods, wetlands, and a dramatic cliff and ridgeline; historic remnants of the brickmaking and ice harvesting industries; and quarried canyons. See Details
Catskills Visitor Center Catskills Visitor Center is a pet-friendly tourist information center in Mount Tremper, NY. Situated on 60-acres of forest, fields and wetlands, you and your leashed pooch can see the 80-foot tall Upper Esopus Fire Tower, explore 1.5-miles of nature trails, picnic areas, a covered pavilion, wildlife viewing, Esopus Creek access and much more. See Details
Panther Mountain from Fox Hollow Trail Panther Mountain from Fox Hollow Trail is a pet-friendly hike that starts in Shandaken, NY. This rugged route leads to stunning views of the Catskills Mountain Range, is rated difficult and is 9.5 miles in total out-and-back. The route should only be taken on by experienced canine hikers. See Details
Woodstock, NY, US