Dog Friendly Hiking Trails in Pawling, NY

There are 33 dog-friendly hiking trails within 20 miles of Pawling. 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 Pawling.

Putnam Trailway

Carmel, NY

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. See Details

Putnam Trailway

Mahopac, NY

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. See Details

Seth Low Pierrepont State Park Reserve

Ridgefield, CT

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. 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

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

Bee Brook Loop

Washington Depot, CT

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. 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

Mount Bushnell State Park

New Preston, CT

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. See Details

Doherty Park

Hopewell Junction, NY

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. See Details

Wyantenock State Forest

Cornwall, CT

Wyantenock State Forest Leashed dogs may join their owners at the pet-friendly Wyantenock State Forest in Cornwall, CT. This 4,000-acre recreation space features a variety of activities for visitors, including hiking, biking, hunting and more. See Details

James Baird State Park

Pleasant Valley, NY

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. See Details

Wonder Lake State Park

Holmes, NY

Wonder Lake State Park Wonder Lake State Park is a dog-friendly recreation site in Holmes, NY. You and your leashed pup can enjoy hiking over eight miles of marked trails throughout this forested park. Fishing and hunting are also popular. Please clean up after Fido and keep him on a 10-foot or shorter leash. See Details

Ram Pasture

Newtown, CT

Ram Pasture Leashed dogs are welcome to visit scenic Ram Pasture, a pet-friendly outdoor area in Newtown, CT. Ducks frequent the pond in the warmer months, while in the winter it is a popular place for ice-skating and appreciating the town's Christmas lights. See Details