Dog Friendly Hiking Trails in Ossining, NY

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.

Pet Friendly Kitchawan Preserve Trail
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. See Details
Pet Friendly Cornish Estate Trail
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
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
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
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. 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
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
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. See Details
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. See Details
Breakneck Mountain Trailhead Breakneck Mountain Trailhead is pet-friendly. Located in the Hudson Highlands State Park, this fabulous trail leads through woodland over a rocky path to exceptional Hudson River lookouts at viewing points along the trail. The trail is rated as difficult as scrambling might be involved and is just over 2.5 miles in length. This part of New York can be accessed via public transport from the Big Apple. See Details
Kennedy Dells Park Hiking trails, a dog park, soccer fields, cross-country skiing trails, and picnic shelters are just some amenities visitors can take advantage of at Kennedy Dells Park in New City, NY. Leashed dogs may join their owners at this public recreation area along the walking paths or in the dog park. Ensure Fido is only off-leash inside the designated area. 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
Ossining, NY, US