Dog Friendly Hiking Trails in Middletown, NY

There are 18 dog-friendly hiking trails within 20 miles of Middletown. 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 Middletown.

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. See Details
Pet Friendly Island Pond Loop Trail
Island Pond Loop Trail Discover the wonders of Island Pond Loop Trail, a moderately easy and captivating 6-mile hike located in Southfield, NY. This pet-friendly trail is easily accessible and promises a delightful journey filled with scenic views and serene landscapes. As you explore the path with your leashed pup, you'll come across tranquil spots where Fido can cool off with a refreshing swim. See Details
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. See Details
High Point State Park Check out the dog-friendly High Point State Park in Sussex, NJ. This stunning park encapsulates all the beauty that New Jersey has to offer. The view from High Point Monument, the main attraction of the park, is a spectacular panorama of rich farmland and forest. You and your pooch can enjoy the views of soft hills and lush valleys in three states. The blue line of the Delaware River divides the verdant ridges of New Jersey from those of Pennsylvania. High Point offers superb trails for hikers and skiers and quiet spots for campers and anglers. See Details
Heritage Trail The Heritage 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 Monroe! The map below shows a trailhead where you can pick up the Heritage 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. See Details
Appalachian Trail (Harriman State Park) The Appalachian Trail in Harriman State Park in Monroe, NY, is a difficult 11.15-mile hike that will take about 8.5 hours or overnight to complete with Fido. This pet-friendly path is possibly one of the most challenging hikes on the Appalachian Trail but also the most beautiful. Dogs must remain on a leash, and if you choose to camp, you can set up at the Wildcat Shelter, which is 2.1 miles into the hike. See Details
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. See Details
Walden-Wallkill Rail Trail Walden-Wallkill 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 Walden! The map below shows a parking area with convenient access to the Walden-Wallkill 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. See Details
Sterling Ridge to Lake Trail Loop The Sterling Ridge to Lake Trail Loop is located in Tuxedo Park, NY. This pet-friendly path is a moderately easy 8.25-mile hike that will take about 5.25 hours to complete with Fido. This loop trail climbs to an active fire tower before traversing Sterling Ridge. After taking in the views from the ridge, you and Fido can descend to Sterling Lake. Dogs must be on a leash no longer than 6 feet. See Details
Goose Pond Mountain Trail Goose Pond Mountain Trail is a dog-friendly path in Chester, NY. This trail is 5.15 miles long and considered easy in difficulty. Leashed dogs are welcome to join you in exploring the courses in this recreation area, but note that bringing a compass or GPS unit might be wise as some of the trails in this park are unmarked. See Details
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. See Details
Heritage Trail The Heritage 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 Goshen! The map below shows a parking area with convenient access to the Heritage 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. See Details
Heritage Trail The Heritage 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 Chester! The map below shows a trailhead where you can pick up the Heritage 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. See Details
Cedar Swamp Trail Bring Fido to walk the pet-friendly Cedar Swamp Trail located in the High Point State Park in Sussex, NJ. You can enjoy this one-and-a-half-mile loop around a bog, which offers interesting and unique swamp views. You can also jump on a section of the AT while you're there. Dog owners are reminded to clean up any mess that their pooches leave behind to preserve the cleanliness of the park. See Details
Abram S. Hewitt State Forest Bring Fido to explore the pet-friendly Abram S. Hewitt State Forest in West Milford, NJ. This hiker's haven is not for the faint-hearted. The relatively untouched hemlock and oak forested area has some trails scattered around that can be a little difficult to scramble at times. If your pup is light and doesn't mind being carried for some sections, the view at the top is well worth the effort. A section of the Appalachian Trail also runs through the park. See Details
Port Jervis Watershed Trails Leashed dogs are welcome to visit Port Jervis Watershed Trails in Port Jervis, NY. This pet-friendly natural area offers access to many trails with beautiful views. There is also a fenced dog park with agility equipment available for friendly and vaccinated dogs to play in. See Details
Sterling Forest State Park Sterling Forest State Park is a pet-friendly recreational area in Tuxedo Park, NY. Fido is welcome to join you as you explore and hike this natural wonder brimming with wildlife. Dogs are permitted as long as they are on a leash no longer than six feet and are cleaned up after. See Details
Wawayanda State Park Wawayanda State Park, nestled in Hewitt, NJ, extends a warm invitation to outdoor enthusiasts and their loyal four-legged companions. This pet-friendly haven offers a range of amenities, including hiking, camping, picnicking, fishing and hunting, ensuring a memorable experience for all visitors. Pets must always be on a leash no longer than six feet long, and owners are responsible for cleaning up after their pets. Dogs aren't permitted on the beach. See Details
Middletown, NY, US