There’s 1 dog-friendly hiking trail in Ossining, and 83 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 Ossining.
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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Cornish Estate Trail
The dog-friendly Cornish Estate Trail in Cold Spring, NY, is a somewhat easy 4.5-mile hike in Hudson Highlands State Park that will take about 2.5 hours to complete with Fido. Walk by remnants of old buildings and the beautiful Hudson River. Dogs remain on a leash no longer than 10 feet and are not permitted in picnic areas.
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Bailey Arboretum
Bring Fido 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. See their website for the current operating schedule.
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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, but please note that commercial dog walking is not permitted.
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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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Castle Rock and Sugarloaf Hill Trail
Castle Rock and Sugarloaf Hill Trail is a 6.65-mile hike in Hudson Highlands State Park. This moderately easy pet-friendly path in Garrison, NY, may take about 3 hours to complete with Fido. Let your mind travel back to the late 1800s as you marvel at the private mansion with 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 in Harrison, NY. The southern section of Saxon Woods offers hikers and their pups a gentle pet-friendly walk. Dogs are not allowed in picnic areas and must be leashed at all times.
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Mountain Lakes Park Trail
Embark on a delightful adventure with Fido along the scenic Mountain Lakes Park Trail, a leisurely 5.15-mile hike within the picturesque Sal J. Prezioso Mountain Lakes Park in North Salem, NY. This hike should take approximately 3 hours of exploration and bonding time with your furry companion and allow you to hike around Westchester County's highest peak, which stands 982 feet tall. Explore forests and take a break in all the gorgeous four lakes. Dogs are not permitted in picnic areas and must be leashed.
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Ward Pound Ridge Reservation Trail
Ward Pound Ridge Reservation Trail is a moderately easy, 7.5-mile hike in Pound Ridge, NY. You and your pup will enjoy this pet-friendly path with only a few moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road while you take in scenic vistas and historical points. Please note that dogs must be leashed and are not permitted in picnic areas.
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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 Piermont Pier is open year-round and is popular with dog walkers, joggers, birders and fishermen. During WWII, it was known as "Last Stop USA" because it served as the embarkation point for troops destined for the European theater. Today the pier offers spectacular views of the Hudson River.
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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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Fahnestock West Trail
Fahnestock West Trail is a somewhat easy 7.1-mile hike in Clarence Fahnestock State Park in Cold Springs, NY. If you visit this area in early June, you will witness the striking beauty of the mountain laurel in bloom. This beautiful dog-friendly hike is a favorite for canines year round with its freshwater ponds and brooks. When visiting with Fido be sure to keep him away from public use areas and on a leash no longer than 10 feet.
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Saddle River County Park Bike Path
The Saddle River County Park Bike Path 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 County Park 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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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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Gedney Park
Discover the wonders of Gedney Park, a delightful pet-friendly recreation area in Chappaqua, NY. This park provides a special treat for your furry companion! During designated morning hours, your pup can happily explore the picturesque trails off-leash, embracing the freedom of nature. At any time of the day, your four-legged friend is welcome to accompany you to the park, joyfully strolling on a leash.
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Dog Runs at Van Cortlandt Park
Van Cortlandt Park in Bronx, NY, has three dog runs where Fido is welcome to explore, socialize and play off-leash. The Canine Court dog run is located on Broadway and 252nd St. Oneida Run is located in the East section between Oneida Ave and E 238th St. The Sackerah Woods Dog Run is located at Gun Hill Rd and Gates Pl. These fenced recreation areas include separate sections for small and large dogs.
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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, 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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Ninham Mountain Trail
The pet-friendly Ninham Mountain Trail is a moderately easy 2.75-mile hike that will take about 3 hours to complete with Fido. This Multiple Use Area in Carmel, NY, is the largest in Putnam County and allows dogs to be off-leash if they are under voice control.
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