Dog Friendly Hiking Trails in Greenwich, CT

There’s 1 dog friendly hiking trail in Greenwich, and 45 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 Greenwich.

Pet Friendly Babcock Preserve
Babcock Preserve The Babcock Preserve is 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
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
Hardscrabble Wilderness Area Trail Hardscrabble Wilderness Area Trail is a somewhat easy, 3.5 mile hike that will take about 2 hours to complete with Fido. This easily accessible trail is a favorite amongst dogs for its rolling hills, gurgling brooks, and refreshing pond. Leash regulations do apply. 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
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. 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
Rockefeller Preserve Trail Rockefeller Preserve Trail is a somewhat easy, 8.25 mile hike in Rockefeller State Park Preserve that will take about 5 hours to complete with Fido. This lovely preserve offers unspoiled forests, meadows, and wetlands along old carriage road trails to hikers and equestrians. Trail options mean you can tailor this hike to be as long or as short as you desire. Leash regulations apply. 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
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. See Details
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. See Details
Cranbury Park Large Estate (Gallaher Estate) that has an open area in the back of the property for dogs to run off-leash. No fee for residents otherwise $5, which is unusual as most of the parks in NY/CT require you to be a resident and/or pay a fee to enter. Dogs are welcome on the trails that run throughout the property either on or off-leash at the dog owners discretion and ability to control the dog. There are areas of the estate, Great Lawn or near the mansion, playground or pavilion, that are not permitted to have your dog on so be diligent about knowing that as the rules are very strict. There is a park attendant that drives around to make sure you are compliant and he is no-nonsense!. Overall it is a very pleasant place to take your doggie. 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
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
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. 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
Bald Mountain to Teatown Lake Trail Bald Mountain to Teatown Lake Trail is a somewhat easy, 5.75 mile hike in Teatown Lake Reservation that will take about 3 hours to complete with Fido. This trail will give you a tour of both Bald Mountain and Teatown Lake Reservation. The two areas have a total of 845 acres of forests and streams to enjoy. Dogs must be kept on a leash, as this trail is shared with mountain bikers. 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
Graham Hills Park Trail Graham Hills Park Trail is a somewhat easy, 3.6 mile hike in Westchester County that will take about 2 hours to complete with Fido. This wooded trail, which is 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
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
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
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. 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