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Dog Friendly Hiking Trails in Pine Plains, NY

There are 29 dog-friendly hiking trails within 40 kilometers 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 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.

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.

Kent Falls State Park

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.

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.

Rocky Point State Park

Rocky Point State Park

Rocky Point State Park is a dog-friendly recreation area 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.

Harlem Valley Rail Trail

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.

Olana State Historic Site

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.

Above All State Park

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.

Taconic State Park

Copake Falls, NY

Taconic State Park

Taconic State Park is a pet-friendly recreation area in Copake Falls, NY. You and your leashed dog can enjoy hiking the park's trails, camping, fishing, and picnicking. A maximum of two pets can join you at this park, and they must be supervised and on a six-foot or shorter leash throughout their visit. Pets aren’t permitted in buildings, playgrounds, golf courses, boardwalks, pools, spray grounds or guarded beaches. Please clean up after Fido.

Richard M. Abrahams Memorial Park

Richard M. Abrahams Memorial Park

Outdoor enthusiasts are invited to visit Richard M. Abrahams Memorial Park in Red Hook, NY. This pet-friendly recreation space invites two- and four-legged friends to explore seven acres along paved and gravel walking trails through a park and open fields. Dogs must be leashed during your visit.

Home of Franklin D. Roosevelt

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.

Vanderbilt Mansion National Historic Site

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.

Railroad Ramble

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.

Harlem Valley Rail Trail

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.

Harlem Valley Rail Trail

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.

High Falls Conservation Area

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.

Housatonic River via Appalachian Trail

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.

Greenport Conservation Area

Greenport Conservation Area

Greenport Conservation Area is a pet-friendly recreational space in Hudson, NY. This over 600-acre natural preserve consists of trails and open fields with views overlooking the Hudson River. Fido is welcome to join you on a hike as long as he is leashed and cleaned up after.

Lake Taghkanic State Park

Lake Taghkanic State Park

Lake Taghkanic State Park is a dog-friendly recreation area in Ancram, NY. You and your leashed pup can enjoy hiking, biking and cross-country skiing the park's trails. 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.

Clermont State Historic Site

Clermont State Historic Site

Leashed pups are welcome on the grounds of Clermont State Historic Site, a dog-friendly historic estate and recreation area in Germantown, NY. There are a variety of trails and gardens spread across the grounds that you and your four-legged companion can explore. Dogs aren't permitted inside any of the buildings at this site. A waste station is provided to make cleaning up after Fido convenient.

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Pine Plains, NY, US