Dog Friendly Hiking Trails in Woodstock, NY

There’s 1 dog friendly hiking trail in Woodstock, and 8 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
Overlook Mountain Overlook Mountain is a pet-friendly hiking trail that leads to stunning views of Woodstock and the surrounding area. You and your pooch are welcome to explore this 4.6 mile out and back trail to the summit of the mountain. The best time to visit for trail safety for pups is March until November. Dogs are welcome on a leash, as long as all mess is cleaned up after them. See Details
Pet Friendly Shaupeneak Ridge Trail
Shaupeneak Ridge Trail Shaupeneak Ridge Trail in Ulster Park, NY, is a moderately easy, 5 mile hike in Scenic Hudson that will take about 2.5 hours to complete with Fido. This dog-friendly hike will provide you with beautiful scenery from the Marlboro Mountains, and the chance to hike by a wetland pond and waterfall. Leash regulations apply. See Details
Kaaterskill Falls Trail Head One of the region's most popular attractions for centuries, dog-friendly Kaaterskill Falls is a magnificent two-tier 260 foot waterfall near Haines Falls, NY. Located on Spruce Creek in the eastern Catskill Mountains, leashed dogs are welcome to traverse half-mile Kaaterskill Falls Trail which leads visitors to the scenic waterfall. Plunging over a u-shaped cliff face, Kaaterskill Falls attracts outdoor enthusiasts, photographers, and a steady stream of tourists. Plan an early morning weekday trip to avoid the 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
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
Black Creek Forest Trail Black Creek Forest Trail is a somewhat easy, 1.5 mile hike in Scenic Hudson that will take about 1.25 hours to complete with Fido. Black Creek gets its unique color from the tannic acids in the many hemlock trees in the preserve. While exploring this trail you will need to keep your dog leashed. See Details
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
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