There are 2 dog-friendly hiking trails in Chester, and 24 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 Chester.
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.
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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.
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Harriman State Park
Fido is welcome at the dog-friendly Harriman State Park in Ramapo, NY. Your furry hiking partner must always be on a leash no longer than 6 feet and display their rabies vaccination tag. Dogs are prohibited in buildings, beach/bathing areas, Beaver Pond Campground, Welch Beach or Sebago Cabins.
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Storm King State Park
Storm King State Park has a somewhat difficult 3.5-mile hike that will take about 3 hours to complete with Fido in Cornwall, NY. Although the pet-friendly trail skips Butter Hill and Storm King Mountain, it does offer beautiful views of the Hudson River, Bannerman Island, Cold Spring, and Constitution Marsh and is also more lightly traveled. Dogs are not permitted in picnic areas and must be leashed.
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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.
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Ramapo Valley County Reservation
Check out the dog-friendly Ramapo Valley County Reservation in Mahwah, NJ. Local dog owners rave about this 4,000-acre public park, which is a not-to-be-missed spot to walk your leashed four-legged friend.
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Black Rock Forest
Black Rock Forest is a pet-friendly destination in Cornwall, NY. Bring Fido for a day out exploring the forest that is run by a non-profit with a mission of advancing scientific understanding of the natural world. This area offers hiking trails where your furry friend will enjoy splashing in the water.
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Black Mountain Via Silver Mine Lake Loop
Black Mountain Via Silver Mine Lake Loop is a moderately easy, 4.1-mile dog-friendly hike. Located in Stony Point, NY, this trail will have you exploring Silvermine Lake and the peaks of Black Mountain. Dogs must be on a leash no longer than 6 feet.
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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.
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Long Pond Ironworks Historic District
Long Pond Ironworks Historic District is a pet-friendly area in Hewitt, NJ. Wander the trails with your pooch, leading to the ruins of three furnaces and a number of other unique structures near the New York border in West Milford, New Jersey. There are a number of trails throughout the area, including the Hasenclever Iron Trail. Dogs must be on a leash for the duration of their stay and all mess should be cleaned up after them.
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Ramsey Bike Path
The Ramsey Bike Path 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 Ramsey! The map below shows a parking area with convenient access to the Ramsey Bike Path. 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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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.
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Harriman Lakes and Mountains Loop Trail
The pet-friendly Harriman Lakes and Mountains Loop Trail in Southfields, NY, is a moderately easy 5.25-mile hike that will take about 3 hours to complete with Fido. This trail starts at Lake Skannatati before heading over Hogencamp and Pine Swamp Mountains. Fido must be on a leash no longer than 6 feet on this lightly traveled path.
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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.
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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.
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Jones Point Path
The Jones Point Path is a multi-use trail that's a great place to walk Fido in Tomkins Cove! The map below shows a trailhead where you can pick up the Jones Point Path. 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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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.
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Long Path Trail
The dog-friendly Long Path Trail in Highland Mills, NY, is a challenging, 7-mile hike that will take about 6 hours or overnight to complete with Fido. Only experienced hikers and dogs in appropriate physical condition should attempt this path. Camps can be set up on the mountain near the Hil-Mar Lodge. Leash regulations apply.
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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.
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Ringwood Manor
Explore the grounds of the pet-friendly Ringwood Manor in Ringwood, NJ. Bring your pooch for a day out on the many trails that wind around the property, which was the site of an ironworks and home to several well-known iron masters from the 1740s to the late 19th century. Leashed pups are welcome outside, but are not allowed inside the building.
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