There’s 1 dog friendly hiking trail in Ossining, and 72 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, 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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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. Hike 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
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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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. Although the trail skips Butter Hill and Storm King Mountain, it does offer wonderful 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 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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Fahnestock West Trail
Fahnestock West Trail is a somewhat easy, 7.1 mile hike in Clarence Fahnestock State Park that will take about 4 hours to complete with Fido. If you are visiting this area in early June you will bear witness to the striking beauty of the mountain laurel in bloom. This beautiful 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 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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Ninham Mountain Trail
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 is the largest in Putnam County and allows dogs to be off leash if they are under voice control.
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Black Rock Forest Trail
Black Rock Forest Trail is a moderately easy, 6.25 mile hike in Black Rock Forest that will take about 5 hours to complete with Fido. Hikers and dogs of all levels can enjoy a piece of nature at this beautiful park. This trail will take you to an area of the park that offers a little more solitude and water for Fido to play in. Dogs must be kept on a leash and under control while in the park.
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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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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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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.
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