There are 3 dog-friendly hiking trails in Pleasantville, and 73 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 Pleasantville.
Blue Mountain Reservation
Blue Mountain Reservation is a 1,500-acre park in the northwest section of Westchester County in Peekskill, NY. This recreation area offers more than 20 miles of hiking and mountain biking trails. One of their easy, dog-friendly paths will lead you to two ponds and sweeping views of the surrounding countryside. Due to the heavy population of mountain bikers, Fido must be leashed.
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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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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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Bartlett Arboretum & Gardens
Bartlett Arboretum & Gardens is pet-friendly. Bring your pooch along to explore 12 miles of garden trails and wander around the Bartlett, a living classroom for people and dogs to experience and enjoy nature. They offer an enchanting environment, where you can explore the grounds with your pup, research a particular variety of plant or attend an event. Their trails will take you through beautiful gardens, past champion trees, and into native Connecticut habitats, alongside colonial stonewalls and over pristine wetlands. Bartlett Arboretum & Gardens is open every day of the week from dawn until dusk.
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Bull Hill Trail
Bull Hill Trail is pet-friendly. Bring your leashed dog on this popular hike in Cold Spring, New York. The winding pathway leads up Bull Hill, where you can enjoy stunning views of the Hudson River from the top. Dog owners are reminded to clean up any mess that is left behind.
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Rockleigh Woods Sanctuary
Check out the pet-friendly Rockleigh Woods Sanctuary in Rockleigh, NJ. This recreation area features more than 200 wooded acres and 4.5 miles of trails. Leashed pups are welcome, but please remember to clean up after them.
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Kitchawan Preserve Trail
Kitchawan Preserve Trail is a moderately easy, pet-friendly, 4-mile hike in Ossining, NY. This trail is popular amongst dog owners as the wide path 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 throughout your visit.
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Rockefeller Preserve Trail
Embark on a rewarding adventure with Fido along the captivating Rockefeller Preserve Trail, an 8.25-mile hike within the serene Rockefeller State Park Preserve in Tarrytown, NY. This dog-friendly picturesque path offers a delightful journey through unspoiled forests, meadows and wetlands. It's important to note that leash regulations apply, ensuring a safe and harmonious experience for all visitors and their furry companions.
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Buttermilk Falls Trail
Buttermilk Falls Trail is a moderately easy, 1-mile hike in Nyack, NY, that will take about an hour to complete with Fido. Although this dog-friendly hike is short, it still offers a bit of a challenge. The best part is the scenic vistas and tumbling waterfalls. Leash regulations do apply on this trail.
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Manitou Point Preserve Trail
Garrison, NY, is home to the dog-friendly Manitou Point Preserve Trail. This path is an easy, 3-mile hike in Scenic Hudson that will take about 1.75 hours to complete with Fido. You and your leashed dog will get to see some of the best views of the Hudson Valley on this walk.
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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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Sleepy Hollow Cemetery
The Sleepy Hollow Cemetery is pet friendly. This cemetery in Sleepy Hollow, NY, is the final resting place of Washington Irving, the author of The Legend of Sleepy Hollow. Leashed dogs are welcome to join their owner here if they are cleaned up afterward. Unfortunately, dogs are not welcome on tours of the cemetery.
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Anthony's Nose
Anthony's Nose is a pet-friendly hike in New York. If your dog isn’t used to climbing stairs, you may not want to pick this nose. This rocky ramble in the Hudson Highlands has a “pawfect” payoff at the top, offering epic views of the Hudson River. Start your journey on a stretch of the A.T., before veering off to the much talked-about snout. When your sniffer reaches the big sniffer, snap a picture next to the Star-Spangled Banner with Bear Mountain Bridge in the background. This moderate 2.6 mile hike takes around 2.5 hours to complete.
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Emerson Woods Preserve
Bring Fido to explore the pet-friendly Emerson Woods Preserve in Westwood, NJ. This recreation area features 19 acres of trails you can walk with your dog. The park borders a fenced reservoir with a beach, restroom and parking, which you can access for a nominal yearly fee. Alternatively, you can walk your dog on the border of the reservoir for free and use street parking. Dogs must be leashed at all times throughout the area and please pick up your waste.
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Joseph B. Clarke Rail Trail
The Joseph B. Clarke 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 Orangeburg! The map below shows a parking area with convenient access to the Joseph B. Clarke 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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Rockland Lake State Park
Rockland Lake State Park is a seasonally dog-friendly recreation area in Valley Cottage, NY. Pets are permitted from October 1 to April 30. You and your leashed pup can explore the many trails within the park. Dogs must be on a six-foot or shorter leash and cleaned up after. Pets aren't permitted on the 3.2 mile Bike Path at any time, and pets aren't allowed at this park from May through September.
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Mead Memorial Park
Pet-friendly Mead Memorial Park welcomes leashed dogs at this favorite neighborhood spot in New Canaan, CT. Featuring a large pond, trails, picnic benches, shaded areas, a seasonal cafe and water fountains, you and Fido are sure to enjoy a great afternoon.
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Depew Park
Depew Park is a popular dog-friendly recreation area in Peekskill, NY. Your leashed pup will make friends in this public area which features amenities for all parkgoers. Visitors can enjoy the walking trails, wildlife, picnic pavilion, sports courts, playground and more.
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Greenwich Botanical Center
Bring Fido to the dog-friendly Greenwich Botanical Center in Greenwich, CT. This beautiful area features walking trails, manicured gardens, sculptures, forests, ponds and streams. Leashed pups are welcome to join you on a stroll through the space, and they can even take a swim in the pond to cool down on those hot days.
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Hunter Island Trail
The Hunter Island Trail in Pelham Bay Park is an easy, dog-friendly 2.25-mile hike. Keep an eye out for rising tides as you meander through the salt marshes, forests, meadows and shorelines of Hunter Island in Bronx, NY. Your dog must be on a leash no longer than 6 feet and you may also want to pack some mosquito repellent.
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