There’s 1 dog friendly hiking trail in Sleepy Hollow, and 66 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 Sleepy Hollow.
Sleepy Hollow Cemetery
Sleepy Hollow Cemetery is pet-friendly. This is the final resting place of Washington Irving, the author of The Legend of Sleepy Hollow. Leashed dogs are welcome in the cemetery, as long as they are cleaned up after. Unfortunately, dogs are not welcome on the tours of the cemetery. Sleepy Hollow Cemetery is open Monday through Friday from 8:00am to 4:30pm and Saturday to Sunday from 8:30am to 4:30pm.
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Sands Point Preserve
Bring Fido to hike up the cliffs at Sands Point Preserve, overlooking the Long Island Sound. Or, walk along the Sand Point Castle. Fido must be leashed at all times. Dogs are not permitted on the beach at any time. The Dog Run – also known as Charlie’s Run – offers two large spaces for pups to romp and socialize, one for small dogs and one for dogs of any size.
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Bailey Arboretum
BringFido on a relaxing stroll through the dog-friendly Bailey Arboretum in Locust Valley, NY. The Arboretum features a charming 18th-century farmhouse and forty-two acres of rare and unique trees. Leashed dogs and their owners can explore marked trails for free. Bailey Arboretum is open to the public, year-round from 9am to 5pm. See their website for current operating schedule. Admission is free, but donations are welcome and encouraged.
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Mianus River State Park
Mianus River State Park, formerly the estate of singer and actress, Libby Holman, is a pet-friendly area in Stamford, CT. The river weaves through this 400-acre urban forest where visitors enjoy biking, fishing, hiking, and horseback riding in the area. Leashed dogs are welcome as long as they're cleaned up after.
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Harriman State Park
Fido is welcome at the dog-friendly Harriman State Park in Ramapo, NY, but must be on a leash no longer than 6 feet at all times and display their Rabies tag. Dogs are not allowed in buildings or beach/bathing areas, or in the following areas: Beaver Pond Campground, Welch Beach, Sebago Cabins.
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Castle Rock and Sugarloaf Hill Trail
Castle Rock and Sugarloaf Hill Trail is a moderately easy, 6.65 mile hike in Hudson Highlands State Park that will take about 3 hours to complete with Fido. Let your mind travel back in time to the late 1800s as you marvel at the private mansion that has over 34 rooms and four interior chimneys. The area around the mansion is private, so stick to the trail. Dogs must remain on a leash no longer than 10 feet.
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Inwood Hill Park Trail
Inwood Hill Park Trail is an easy, 2 mile hike that will take about 1 hour to complete with Fido. Moderate slopes offer you and your pup some exercise as you hike through the only natural park on Manhattan Island. Dogs must be on a leash no longer than 6 feet.
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Saxon Woods Park Trail
Saxon Woods Park Trail is an easy, 2.5 mile hike that will take about 1.25 hours to complete with Fido. The southern section of Saxon Woods offers hikers and their pups a gentle hike. Dogs are not allowed in picnic areas and must be leashed at all times.
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Mountain Lakes Park Trail
Mountain Lakes Park Trail is an easy, 5.15 mile hike in Mountain Lakes Park that will take about 3 hours to complete with Fido. This gentle trail will give you the opportunity to hike around Westchester County?s highest peak, that stands 982 feet tall. Explore forests and take a break in any or all of the gorgeous four lakes. Dogs are not permitted in picnic areas and must be leashed.
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Piermont Pier
This lovely spot was originally the eastern end of the Erie Railroad. Located in the Village of Piermont NY, the pier is open year round and is popular with dog walkers, joggers, birders and fisherman. The pier has a rich history. During WWII it was known as "Last Stop USA" because it served as the embarktation point for troops destined for the European theater. Today the pier offers spectacular views of the Hudson River. Especially handy for dog walkers are the scooper bags provided.
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Babcock Preserve
The Babcock Preserve is a pet-friendly area in Greenwich, CT, that's open to the public during daylight hours for hiking, walking, jogging, cross-country skiing, nature study, picnicking and horseback riding on designated trails. The 4.1 mile loop features forested land filled with a wide variety of wildlife. Leashed dogs are welcome.
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Saddle River Area Bike Path - Bergen County
The Saddle River Area Bike Path - Bergen County is a multi-use trail that's a great place to walk Fido in Rochelle Park! The map below shows a parking area with convenient access to the Saddle River Area Bike Path - Bergen County. 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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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.
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Gedney Park Off Leash Dog Area
Your pet is welcome to play off-leash on the beautiful trails of this park during designated hours in the morning, but they are always welcome if on-leash.
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Ward Pound Ridge Reservation Trail
Ward Pound Ridge Reservation Trail is a moderately easy, 7.5 mile hike in Ward Pound Ridge Reservation that will take about 2.5 to 4 hours to complete with Fido. You and your pup will enjoy this easy trail with only a couple of moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road, while you take in the scenic vistas and historical points. Please note that dogs must be leashed; dogs not permitted in picnic areas.
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Van Cortlandt Park
Pets love the chance to run free at this fenced, off-leash dog park, which includes two separate sections and plenty of wide open, grassy spaces. There are trails to explore and plenty more to keep dogs and their owners busy. Dogs must be cleaned up after.
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Blue Mountain Reservation
Blue Mountain Reservation is a 1,500-acre park in the northwest section of Westchester County in Peekskill, offering more than 20 miles of trails for hiking and mountain biking. They have a moderately easy, 3.5 mile hike that takes about 2 hours to complete with Fido. This dog-friendly trail will lead you to two ponds and sweeping views of the surrounding countryside. Due to the heavy population of mountain bikers, Fido will need to be leashed.
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North County Trail
The North County 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 Yorktown Heights! The map below shows a parking area with convenient access to the North County 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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Kitchawan Preserve Trail
Kitchawan Preserve Trail is a moderately easy, 4 mile hike that will take about 3 hours to complete with Fido. This hike is popular amongst dog owners and the wide trail allows you to hike side by side with your pup through the mature forests. Dogs must be on a leash no longer than 6 feet.
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Rockefeller Preserve Trail
Rockefeller Preserve Trail is a somewhat easy, 8.25 mile hike in Rockefeller State Park Preserve that will take about 5 hours to complete with Fido. This lovely preserve offers unspoiled forests, meadows, and wetlands along old carriage road trails to hikers and equestrians. Trail options mean you can tailor this hike to be as long or as short as you desire. Leash regulations apply.
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Buttermilk Falls Trail
Buttermilk Falls Trail is a moderately easy, 1 mile hike in Rockland County that will take about 0.75 hour to complete with Fido. This is a short hike that still offers a bit of challenge. The best part is the scenic vistas and tumbling waterfall. Leash regulations do apply on this trail.
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Manitou Point Preserve Trail
Manitou Point Preserve Trail is an easy, 3 mile hike in Scenic Hudson that will take about 1.75 hours to complete with Fido. This is an easy trail that affords some of the best scenic views of the Hudson Valley. Your dog will need to be leashed.
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Black Mountain Via Silver Mine Lake Loop
Black Mountain Via Silver Mine Lake Loop is a moderately easy, 6.5 mile hike that will take about 4 hours to complete with Fido. 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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