Dog Friendly Hiking Trails in Roslyn, NY

There are 34 dog friendly hiking trails within 20 miles of Roslyn. 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 Roslyn.

Pet Friendly Walt Whitman Trail at West Hills County Park
Walt Whitman Trail at West Hills County Park Walt Whitman Trail is an easy, 4.25 mile hike at West Hills County Park that will take about 2 hours to complete with Fido. Aside from the moderate climb to the 401 foot Jaynes Hill, this hike is quite flat. Horses also frequent this park and you should watch out for them as you hike. Please note that dogs must be leashed; dogs not permitted in picnic areas. Campsites, lean-tos, and primitive shelters are available year-round. Reservations are required. See Details
Pet Friendly Inwood Hill Park Trail
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
Sands Point Preserve Bring Fido to hike up the cliffs that overlook Long Island Sound or walk along the Sand Point Castle. Dog owners are welcome to bring their four-legged friends to the Sands Point Preserve, provided the dogs are kept on a leash at all times. There are no exceptions to this rule as the safety and well-being of all visitors including adults, children, and all animals, are of paramount importance. Dogs are not permitted on the beach at any time. 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. 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. See Details
Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill now as they were when he lived there. Explore more than 80 acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although dogs 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 that dogs must be leashed at all times. See Details
Buttermilk Falls Trail Buttermilk Falls Trail is a moderately easy, 1 mile hike in Rockland County that will take about 0.75 hour to complete with Fido. This is a short hike that still offers a bit of challenge. The best part is the scenic vistas and tumbling waterfall. Leash regulations do apply on this trail. See Details
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. See Details
Hempstead Lake State Park Hempstead Lake State Park is a multiuse facility featuring 18 tennis courts, 6 pickleball courts, children's playgrounds, basketball courts, bridle trails for horseback riding, hiking trails, shaded picnic areas and a historic hand-carved wooden carousel. This state park located near Rockville Centre. A maximum of two pets are allowed in day use areas unless prohibited by sign or directive. Pets are always to be supervised and either be crated or on a leash not more than 6-feet in length. Proof of rabies inoculation shall be produced if requested by staff. Pets are not permitted in playgrounds, buildings, golf courses, boardwalks, pools, and spray-grounds or guarded beaches (this does not apply to service animals). Dogs are welcome for hiking on an unpaved path in the field 3 area. See Details
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. See Details
Alley Pond Park Mainly flat, but lots of trails nestled in the heart of Queens, YO! Just a beautiful hidden secret of NYC. You'll feel like you're in the movie Twilight. Your pooch will love being among nature without the hassle of taking a long car ride upstate. See Details
Rockleigh Woods Sanctuary and Lamont Reserve 4.5 mile multi-trail area with small rolling hills is perfect for moderate hiking with leashed dogs. Entrance is directly behind Rockleigh Borough Hall Fire Department. See Details
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. See Details
Hunter Island Trail Hunter Island Trail is an easy, 2.25-mile hike that will take about 1 hour to complete with Fido. Keep an eye out for rising tides as you meander through the salt marshes, forest, meadows, and shorelines of Hunter Island. Your dog must be on a leash no longer than 6 feet and you may also want to pack some mosquito repellent. See Details
Bethpage Bikeway The Bethpage Bikeway is a multi-use trail that's a great place to walk Fido on a leash in Old Bethpage! The map below shows a parking area with convenient access to the Bethpage Bikeway. 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
South County Trailway The South County Trailway (Old Put, Putnam ROW) 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 Yonkers! The map below shows a parking area with convenient access to the South County Trailway (Old Put, Putnam ROW). 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
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 Tappan! 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. See Details
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 Elmsford! 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. See Details
Bronx River Pathway The Bronx River Pathway is a multi-use trail that's a great place to walk Fido in Tuckahoe! The map below shows a parking area with convenient access to the Bronx River Pathway. 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
Bronx River Pathway The Bronx River Pathway is a multi-use trail that's a great place to walk Fido in Scarsdale! The map below shows a parking area with convenient access to the Bronx River Pathway. 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
Old Putnam Trail The Old Putnam 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 Bronx! The map below shows a parking area with convenient access to the Old Putnam 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. See Details
Bailey Arboretum BringFido on a relaxing stroll through Bailey Arboretum. 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. See Details
Bronx River Pathway The Bronx River Pathway is a multi-use trail that's a great place to walk Fido in White Plains! The map below shows a parking area with convenient access to the Bronx River Pathway. 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
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 Sparkill! 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. See Details
South County Trailway (Old Put, Putnam ROW) The South County Trailway (Old Put, Putnam ROW) 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 Irvington! The map below shows a parking area with convenient access to the South County Trailway (Old Put, Putnam ROW). 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