Rating

    Dog Friendly Hiking Trails in Pine Plains, NY

    There are 28 dog-friendly hiking trails within 20 miles of Pine Plains. 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 Pine Plains.

    Pet Friendly Bash Bish Falls State Park

    Bash Bish Falls State Park

    Mount Washington, MA
    Bash Bish Falls State Park Leashed dogs are welcome at Bash Bish Falls State Park in Mount Washington, MA. The centerpiece of the park, the stunning falls, are the highest single drop waterfalls in the state. You and Fido can view this natural wonder from the overlook or explore the area on the pet-friendly trails that weave around the park. See Details
    Pet Friendly Walkway Over the Hudson

    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

    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

    Olana State Historic Site

    Hudson, NY
    Olana State Historic Site Olana State Historic Site is a historic house museum and property in Greenport, New York, near the city of Hudson. The estate was home to Frederic Edwin Church, one of the major figures in the Hudson River School of landscape painting. Access to Olana’s dog-friendly, 250-acre landscape is free. The park is open every day from 8 AM to sunset. Bring Fido to explore Frederic Church’s designed landscape with five miles of carriage roads as a way to enjoy the outdoors. See Details

    Above All State Park

    Warren, CT
    Above All State Park Leashed dogs are welcome at Above All State Park in Warren, CT. This 31-acre, pet-friendly park has plenty of natural and man-made sites to explore including the remains of a Cold War Bunker. 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

    Mount Washington State Forest

    Mount Washington, MA
    Mount Washington State Forest Leashed dogs are welcome at Mount Washington State Forest in Massachusetts. There are more than 30 miles of pet-friendly trails to explore with Fido. One of the most popular is the South Taconic Trail that leads to the summit of Alander Mountain and offers stunning views. 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

    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

    Jug End State Reservation and Wildlife Management Area

    Egremont, MA
    Jug End State Reservation and Wildlife Management Area Leashed dogs are welcome at Jug End State Reservation and Wildlife Management Area in Egremont, MA. This pet-friendly park is home to scenic views of the Berkshire Hills. In addition to having numerous hiking trails for you and Fido to explore, Jug End also offers access to the Appalachian Trail. See Details

    Housatonic Meadows State Park

    Sharon, CT
    Housatonic Meadows State Park Leashed dogs are welcome at Housatonic Meadows State Park, a pet-friendly state park in Sharon, CT. This popular park is located in the rock-strewn valley of the Housatonic River and is a great place to get back to nature. Dogs are welcome on the hiking trails and in picnic areas, but are not permitted in the campground of the park. 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

    High Falls Conservation Area

    Hudson, NY
    High Falls Conservation Area High Falls Conservation Area is a pet-friendly natural preserve in Hudson, NY. This natural wonder boasts beautiful waterfalls that are surrounded by trees. Four-legged friends are welcome to join you for a walk on one mile of winding trails. Dogs must be leashed and cleaned up after. See Details
    Pine Plains, NY, US