There are 42 dog-friendly hiking trails within 40 kilometres of Brewster. 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 Brewster.
Mead Memorial Park
Pet-friendly Mead Memorial Park welcomes leashed dogs at this favorite neighborhood spot in New Canaan, CT. Featuring a large pond, trails, picnic benches, shaded areas, a seasonal cafe and water fountains, you and Fido are sure to enjoy a great afternoon.
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Wooster Cemetery
Take Fido for a walk through history at Wooster Cemetery in Danbury, CT. Meander along the paved, dog-friendly paths of a cemetery that has been around since 1850. The land also features a small pond which is popular for local birds. Please leash and clean up after your pets.
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Bald Mountain to Teatown Lake Trail
Bald Mountain to Teatown Lake Trail is a 5.75-mile hike in Croton-on-Hudson, NY. This pet-friendly path will take about 3 hours to complete with Fido and will give you a tour of 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.
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Three Lakes Trail
Three Lakes Trail is a somewhat easy, 4.75-mile hike in Clarence Fahnestock State Park in Cold Spring, NY. The solitude in which one can explore the beautiful lakes, scenic vistas, and mine remnants make this trail a favorite amongst dog-friendly trails in this region. Please note that dogs must be on a leash no longer than 10 feet; dogs are not permitted in public-use areas.
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Fishkill Ridge Trail
Fishkill Ridge Trail is a somewhat difficult 5-mile hike in Clarence Fahnestock State Park in Cold Spring, NY. This dog-friendly trail offers you and your pup challenging climbs, descents, and magnificent views of the river and bridge. If you are headed out during hunting season, be sure to wear orange. Dogs must remain on a leash no longer than 10 feet and are not allowed in public areas. Be sure to let Fido take a good drink, as the only water is at the beginning and end of this trail.
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Bennett's Pond State Park
Bennett's Pond State Park is a pet-friendly destination in Ridgefield, CT. With more than 450 acres to explore, you and your pup will find plenty of hiking possibilities at this public recreation area featuring woodlands and a 56-acre pond. Just be sure to keep Fido on a leash at all times during your visit.
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Lovers Leap State Park
Lovers Leap State Park is a dog-friendly park on 160 acres, where you and your leashed pup are welcome to explore hiking trails, scenic vistas and historic ruins. This beautiful park is divided by the Housatonic River in New Milford, CT. Enjoy crossing Lovers Leap Bridge and a variety of walking paths with your best friend in tow.
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Baldwin Park
Baldwin Park, located behind the local middle school, is a pet-friendly park in New Milford, CT. Offering open fields for Fido to enjoy off leash, this park is sure to be a big hit with your pup. Enjoy an outing with your best friend exploring the various walking paths, wooded trails and a nearby stream.
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Putnam Trailway
The Putnam 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 Carmel! The map below shows a parking area with convenient access to the Putnam 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.
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Long Path/Hook Mountain Bike Path Loop to Summit of Hook Mountain
Long Path/Hook Mountain Bike Path Loop to Summit of Hook Mountain is a pet-friendly trail in Nyack, NY. This loop hike climbs to the summit of Hook Mountain on the Long Path, features outstanding views over the Hudson River, and returns via a trail that runs right along the river.
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Putnam Trailway
The Putnam 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 Mahopac! The map below shows a parking area with convenient access to the Putnam 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.
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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.
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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 Chappaqua! 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.
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Seth Low Pierrepont State Park Reserve
Dogs are welcome on the trails at pet-friendly Seth Low Pierrepont State Park in Ridgefield, CT. The park spans 305 acres and contains rivers, woodlands and hiking paths. You and your leashed pup can enjoy scenic views on the main trail in the park, the White Trail, which leads to the highest point on the property.
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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 Millwood! 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.
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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.
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Bee Brook Loop
Bee Brook Loop is a pet-friendly trail in Washington Depot, CT. This pretty trail is rated easy and features a nice river view along the way. Leashed dogs are welcome to join you as you hike.
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Mount Bushnell State Park
Mount Bushnell State Park is a dog-friendly recreation area in New Preston, CT, where Fido is welcome to enjoy a hike with you. This 214-acre park is a great place to exercise on the trails with your leashed pup while taking in scenic views near Lake Waramaug.
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Doherty Park
Doherty Park is a pet-friendly community hub in Hopewell Junction, NY. Fido is welcome to join you on a day out on their nature trail or off-leash facility. The path is 1.4 miles long through the woods, offering plenty of spots for your furry friend to sniff. Please note dogs are not allowed on the athletic fields at the park.
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James Baird State Park
Leashed pups are welcome at James Baird State Park, a dog-friendly recreation area in Pleasant Valley, NY. You and Fido can enjoy hiking the scenic wooded trails throughout this park. Biking, picnicking and cross-country skiing are also popular. You can bring a maximum of two pets and they must remain on a six-foot or shorter leash throughout your entire visit. Proof of a current rabies vaccination must be present. Pets aren't permitted in playgrounds, buildings, golf courses, boardwalks, pools and spray-grounds or guarded beaches. Please clean up after Fido.
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