Dog Friendly Hiking Trails in Pleasantville, NY

There are 3 dog-friendly hiking trails in Pleasantville, and 68 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.

Pet Friendly North County Trailway
North County Trailway The North County Trailway 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 Pleasantville! The map below shows a parking area with convenient access to the North County Trailway. 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
Pet Friendly Rockefeller State Park Preserve
Rockefeller State Park Preserve Rockefeller State Park Preserve in Pleasantville, NY, is pet friendly. Bring your leashed pup to this countryside for lovely walks through forested hills and valleys surrounding sunlit pastoral fields. The site is located thirty miles north of New York City near Sleepy Hollow. Dog owners are reminded to clean up any mess left behind by pups in the park. See Details
Graham Hills Park Trail The pet-friendly Graham Hills Park Trail is a somewhat easy 3.6-mile hike in Pleasantville, NY, that will take about two hours to complete with Fido. This wooded trail, shared with mountain bikers, has a few easy climbs and swimming opportunities for Fido. Dogs are not allowed in picnic areas and must be leashed. See Details
Sands Point Preserve Bring Fido to walk along the Sand Point Castle or hike up the cliffs at Sands Point Preserve, overlooking the Long Island Sound in San Points, NY. 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. See Details
Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill National Historic Site in Oyster Bay, NY, where he lived. Explore more than 80 dog-friendly acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although your furry friend cannot enter any buildings, they are welcome throughout the grounds. There's even a nature trail to the beach, so your pup can dip his toes in the water. Just remember Fido must be leashed at all times. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
Pleasantville, NY, US