Dog Friendly Hiking Trails in Town of Olive, NY

There are 15 dog-friendly hiking trails within 40 kilometers of Town of Olive. 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 Town of Olive.

Pet Friendly Minnewaska State Park Preserve
Minnewaska State Park Preserve
Minnewaska State Park Preserve in Kerhonkson, NY, is dog friendly. Leashed pets are welcome to join their owners as they explore the area, which is situated on the dramatic Shawangunk Mountain ridge, and features numerous waterfalls. Dogs are prohibited in buildings, camping, picnic, bathing areas or walkways. Hours vary seasonally, so dog owners should call before planning their outings.
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Pet Friendly Mohonk Preserve
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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Pet Friendly Hudson Valley Rail Trail
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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Pet Friendly Ashokan Rail Trail
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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Pet Friendly Kaaterskill Falls
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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Pet Friendly Shaupeneak Ridge
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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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.
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Pet Friendly Wallkill Valley Rail Trail
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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Pet Friendly Catskill Forest Preserve
Catskill Forest Preserve
Catskill Forest Preserve is a pet-friendly destination in Greahamsvile, NY. Leashed dogs can tag along to explore and participate in hiking, paddling camping and more. During your adventure, you will discover meadows, lakes, rivers, wetlands, waterfalls, cliffs, and many species of wildlife and plants.
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Pet Friendly Catskills Visitor Center
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.
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Pet Friendly Kaaterskill Wild Forest
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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Pet Friendly Rainbow Falls Trail via Jenny Lane
Rainbow Falls Trail via Jenny Lane
Rainbow Falls Trail via Jenny Lane is a somewhat difficult pet-friendly hike in Minnewaska State Park Preserve in Accord, NY. Bring Fido to join you on this 7-mile trek to see views of a waterfall. Leash regulations do apply.
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Pet Friendly Panther Mountain from Fox Hollow Trail
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.
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Pet Friendly Mount Tremper Trail
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.
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Pet Friendly Sojourner Truth State Park
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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