Dog Friendly Hiking Trails in Middletown, NY

There are 15 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 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, crystalline sky lakes, dense forests, sheer cliffs, streams, and fifty miles of footpaths. Dogs are not allowed in buildings, camping, picnic or bathing areas or on walkways. They are not permitted on the cross-country ski trails when they are groomed and open for cross-country skiing only. Minnewaska State Park Preserve's hours vary seasonally, so dog owners should call ahead or check its website before planning their outing. Admission to the park is $10 per vehicle; however, permit and activity fees may apply as well. See Details
Pet Friendly Mohonk Preserve Trail
Mohonk Preserve Trail Mohonk Preserve Trail is a somewhat difficult 7.5-mile hike in Mohonk Preserve that will take about 4.5 hours to complete with Fido. This lovely nature reserve is a private not-for-profit haven for tourists, rock climbers, and hikers to enjoy. Leash regulations apply. Membership is required. See Details
Appalachian Trail (Dutch Hollow & Harriman State Park) The Appalachian Trail in Dutch Hollow & Harriman State Park is a difficult, 11.15 mile hike that will take about 8.5 hours or overnight to complete with Fido. This 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 setup at the Wildcat Shelter, which is 2.1 miles into the hike. See Details
Rainbow Falls Trail Rainbow Falls Trail is a somewhat difficult, 7 mile hike in Minnewaska State Park Preserve that will take about 5 hours to complete with Fido. This stunning hike is one of the best in Minnewaska State Park Preserve and offers some tricky terrain and views of a 100-foot waterfall. Leash regulations do apply. See Details
Shawangunk, Walden and Wallkill Rail Trail The Shawangunk, Walden, and 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 Shawangunk, Walden, and 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 Sterling Ridge to Lake Trail Loop 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 an easy, 5.15 mile hike that will take about 3 hours to complete with Fido. The trails in this park are unmarked and a compass or GPS unit is a wise thing to bring along. Dogs must be kept on a leash no longer than 6 feet. See Details
Island Pond Loop Trail Island Pond Loop Trail is a moderately easy, 3 mile hike that will take about 3.75 hours to complete with Fido. This easily accessible trail offers scenic views along with places for Fido to take a swim. Dogs must be on a leash no longer than 6 feet. See Details
Orange Heritage Trail The Orange 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 Orange 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
High Point State Park High Point State Park is dog-friendly. 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. The park is open every day of the week, April 1 through October 31 from 8:00am to 8:00pm and November 1 through March 31 from 8:00am to 4:30pm. See Details
Orange Heritage Trail The Orange 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 Orange 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
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
Orange Heritage Trail The Orange 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 Orange 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
Abram S. Hewitt State Forest Abram S. Hewitt State Forest is dog-friendly. This hiker's haven is not for the faint-hearted. This relatively untouched hemlock and oak forested area has some trails scattered around that can be a little difficult to scramble at times. If Fido 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
Cedar Swamp Trail The Cedar Swamp Trail is pet-friendly. You can enjoy this one and a half mile loop around a bog within High Point State Park. The swamps views are well worth a visit, especially as you can 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