Dog Friendly Hiking Trails in Millbrook, NY

There are 25 dog-friendly hiking trails within 20 miles of Millbrook. 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 Millbrook.

Walkway Over the Hudson

Poughkeepsie, NY

Walkway Over the Hudson The Walkway Over The Hudson in Poughkeepsie, NY, 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 dog-friendly "rail-trail" is now a great place to walk Fido in Poughkeepsie! The map below shows a parking area with convenient access to the Walkway Over The Hudson. 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

Dover Stone Church

Dover Plains, NY

Dover Stone Church An ancient "cathedral-shaped" cavern on a brook, Dover Stone Church is dog friendly. Dogs must be leashed during their trek to the historic attraction. The area features a Gothic formation of stones, a "pulpit" rock ledge, a brook flowing through the cavern and a small meadow with three spring-fed ponds. See Details

Kent Falls State Park

Kent, CT

Kent Falls State Park Leashed dogs are welcome in picnic areas and on hiking trails at Kent Falls State Park, a pet-friendly recreation area in Kent, CT. You and Fido can explore the covered bridge and the quarter-mile hiking trail that leads to a stunning 250-foot waterfall. Please note that the parking lot may close for a few hours when the park reaches capacity. Arriving early is recommended. See Details

Rocky Point State Park

Warwick, RI

Rocky Point State Park Rocky Point State Park is a dog-friendly park located in Warwick, RI. What is now a passive park used to be home to a ferry pier along with popular rides and attractions. You and Fido can walk around this nostalgic area, but pets must remain on a leash. See Details

Shaupeneak Ridge

Ulster Park, NY

Shaupeneak Ridge Shaupeneak Ridge in Ulster Park, NY, is a pet-friendly destination. Bring Fido for a day out to explore the 936.5 acres. Partake in one of the hiking trails that will provide beautiful scenery from the Marlboro Mountains and the chance to see a wetland pond and waterfall. Leash regulations apply. See Details

Harlem Valley Rail Trail

Copake, NY

Harlem Valley Rail Trail The Harlem Valley 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 Copake! The map below shows a parking area with convenient access to the Harlem Valley 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

Hudson Valley Rail Trail

Highland, NY

Hudson Valley Rail Trail The Hudson Valley 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 Highland! The map below shows a trailhead where you can pick up the Hudson Valley 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

Squantz Pond State Park

New Fairfield, CT

Squantz Pond State Park Squantz Pond State Park in New Fairfield, CT is dog friendly between October 1st to April 14th. Pets are not permitted during the summer season outside of these dates, but Fido is welcome to enjoy hiking with you in the cooler weather. This 172-acre public recreation area is located on the southwestern shore of the 270-acre Squantz Pond, offering opportunities for fishing, hiking, picnicking and boating. See Details

Macedonia Brook State Park

Kent, CT

Macedonia Brook State Park Leashed dogs are welcome at Macedonia Brook State Park, a pet-friendly park in Kent, CT, where you and Fido can hike the Blue Trail across Cobble Mountain. There are many other trails that offer scenic views through the park. Dogs are welcome on the hiking trails and in the picnic areas, but are not permitted in the campgrounds. See Details

Home of Franklin D. Roosevelt

Hyde Park, NY

Home of Franklin D. Roosevelt Home of Franklin D. Roosevelt is pet-friendly. Franklin, Eleanor, Frederick and Louise shared their homes with various dogs over the years. You can help continue the tradition by bringing yours to the grounds on a leash. This site preserves the Springwood estate in Hyde Park, which was the birthplace, lifelong home, and burial place of the 32nd President of the United States, Franklin D. Roosevelt. See Details

Vanderbilt Mansion National Historic Site

Hyde Park, NY

Vanderbilt Mansion National Historic Site Vanderbilt Mansion National Historic Site features beautiful grounds, gardens, and paved and wooded trails in Hyde Park, NY. Dogs are welcome to explore the property with you on a six-foot leash. Fido can enjoy the developed areas, the waterfront, the gardens and trails, but pets aren't permitted inside park facilities. Dog waste bags are provided on site for easy cleanup during your visit. See Details

Fishkill Ridge Trail

Cold Spring, NY

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. See Details

Black Creek Preserve

Esopus, NY

Black Creek Preserve Black Creek Preserve is a pet-friendly destination in Esopus, NY. Leashed dogs are welcome to join you as you explore the area. While here, check out the family-friendly hike that takes you to a suspension bridge spanning the creek and down the Hudson River shoreline. Please note the path starts steep. See Details

Lovers Leap State Park

New Milford, CT

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. See Details

Railroad Ramble

Lakeville, CT

Railroad Ramble The Railroad Ramble 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 Lakeville! The map below shows a parking area with convenient access to the Railroad Ramble. 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

Harlem Valley Rail Trail

Millerton, NY

Harlem Valley Rail Trail The Harlem Valley 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 Millerton! The map below shows a parking area with convenient access to the Harlem Valley 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

Harlem Valley Rail Trail

Amenia, NY

Harlem Valley Rail Trail The Harlem Valley 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 Amenia! The map below shows a parking area with convenient access to the Harlem Valley 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

Mount Everett State Reservation

Mount Washington, MA

Mount Everett State Reservation Leashed dogs are allowed to join their humans at Mount Everett State Reservation in Mount Washington, MA. The centerpiece of this pet-friendly park is in the name, Mount Everett, which stretches 2,624-feet into the sky. You and Fido can wander the hiking trails that wind up to the peak, where, on a clear day, you'll discover 360 degree views of three states: Massachusetts, Connecticut, and New York. There are a number of other hiking trails that lead through the scenic woodland of this lovely park. See Details

Sojourner Truth State Park

Kingston, NY

Sojourner Truth State Park Sojourner Truth State Park in Kingston, NY is pet-friendly. Opened in 2022, this beautiful state park honors African American abolitionist and suffragist Sojourner Truth and features one mile of Hudson River shoreline and river overlooks of pretty vistas. Elsewhere in the park, visitors will find 17 unique habitats like woods, wetlands, and a dramatic cliff and ridgeline; historic remnants of the brickmaking and ice harvesting industries; and quarried canyons. See Details

Housatonic River via Appalachian Trail

Kent, CT

Housatonic River via Appalachian Trail Housatonic River via Appalachian Trail is a pet-friendly route near Cornwall Bridge, CT, within Kent Falls State Park. Leashed dogs are welcome to walk beside you along this 10.4 mile out-and-back trail. An easy to moderate route which should take hikers 4.5 hrs to complete, the trail is well suited to hikers and those looking to backpack, camp or bird watch. The pretty route will lead you through open meadows with a mountain backdrop. See Details