There are 13 dog-friendly hiking trails within 20 miles of Rhinebeck. 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 Rhinebeck.
Walkway Over the Hudson
The Walkway Over The Hudson in Poughkeepsie, NY, 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 dog-friendly "rail-trail" is now a great place to walk Fido in Poughkeepsie! The map below shows a parking area with convenient access to the Walkway Over The Hudson. 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.
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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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Hudson Valley Rail Trail
The Hudson Valley 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 Highland! The map below shows a trailhead where you can pick up the Hudson Valley 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.
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Mohonk Preserve
Mohonk Preserve is a pet-friendly destination in Gardiner, NY. Fido is welcome to join you on their five main trailheads to take you through the woods and see smaller waterfalls. Please note leash regulations apply, and the fall season is popular.
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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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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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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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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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Wallkill Valley Rail Trail
The Wallkill Valley 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 Gardiner! The map below shows a parking area with convenient access to the Wallkill Valley 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.
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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.
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Mills Norrie State Park
Leashed dogs are welcome to join you at Mills Norrie State Park, a pet-friendly recreation area in Staatsburg, NY. You and Fido can hike, bike and cross-country ski the numerous trails throughout this park. Fishing, boating, camping and picnicking are also popular. You can bring a maximum of two pets and they must remain on a six-foot or shorter leash throughout your entire visit. Proof of a current rabies vaccination must be present. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray-grounds or guarded beaches. Please clean up after Fido.
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Lake Taghkanic State Park
Lake Taghkanic State Park is a dog-friendly recreation area in Ancram, NY. You and your leashed pup can enjoy hiking, biking and cross-country skiing the park's trails. Boating, fishing, picnicking and camping are also popular. You can bring a maximum of two pets and they must remain on a six-foot or shorter leash throughout your entire visit. Proof of a current rabies vaccination must be present. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray-grounds or guarded beaches. Please clean up after Fido.
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James Baird State Park
Leashed pups are welcome at James Baird State Park, a dog-friendly recreation area in Pleasant Valley, NY. You and Fido can enjoy hiking the scenic wooded trails throughout this park. Biking, picnicking and cross-country skiing are also popular. You can bring a maximum of two pets and they must remain on a six-foot or shorter leash throughout your entire visit. Proof of a current rabies vaccination must be present. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray-grounds or guarded beaches. Please clean up after Fido.
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Clermont State Historic Site
Leashed pups are welcome on the grounds of Clermont State Historic Site, a dog-friendly historic estate and recreation area in Germantown, NY. There are a variety of trails and gardens spread across the grounds that you and your four-legged companion can explore. Dogs aren't permitted inside any of the buildings at this site. A waste station is provided to make cleaning up after Fido convenient.
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