Dog Friendly Hiking Trails in Woodstock, NY

There’s 1 dog friendly hiking trail in Woodstock, and 5 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 is a moderately easy, 5 mile hike in Scenic Hudson that will take about 2.5 hours to complete with Fido. This 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
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
Kaaterskill Falls Trail Head Kaaterskill Falls Trail Head is pet-friendly. This trail is 2.6-mile in length and is best used from April until October. Leashed dogs are welcome on the trail, as long as they are well-behaved. 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
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