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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.

Pet Friendly Dover Stone Church

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.

Pet Friendly Kent Falls State 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.

Rocky Point State Park

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.

Clarence Fahnestock State Park

Cold Spring, NY

Clarence Fahnestock State Park

Dogs can join their owners at Clarence Fahnestock State Park in the Carmel Hamlet area of Cold Spring, NY. This pet-friendly, 14,086-acre recreation area is expansive and covered with scenic trails. There's a maximum of two pets allowed in campsites and day-use areas. Pets are to be supervised and on a leash under six feet in length and are not permitted in playgrounds, buildings, golf courses, boardwalks, pools, spray grounds or guarded beaches.

Mountain Lakes Park Trail

North Salem, NY

Mountain Lakes Park Trail

Embark on a delightful adventure with Fido along the scenic Mountain Lakes Park Trail, a leisurely 5.15-mile hike within the picturesque Sal J. Prezioso Mountain Lakes Park in North Salem, NY. This hike should take approximately 3 hours of exploration and bonding time with your furry companion and allow you to hike around Westchester County's highest peak, which stands 982 feet tall. Explore forests and take a break in all the gorgeous four lakes. Dogs are not permitted in picnic areas and must be leashed.

Collis P. Huntington State Park

Collis P. Huntington State Park

Leashed dogs are welcome at Collis P. Huntington State Park in Redding, CT. The park offers a tranquil setting in which you can enjoy dog-friendly hiking trails, canoeing, and pond fishing in five ponds with your pup.

Fahnestock West Trail

Cold Spring, NY

Fahnestock West Trail

Fahnestock West Trail is a somewhat easy 7.1-mile hike in Clarence Fahnestock State Park in Cold Springs, NY. If you visit this area in early June, you will witness the striking beauty of the mountain laurel in bloom. This beautiful dog-friendly hike is a favorite for canines year round with its freshwater ponds and brooks. When visiting with Fido be sure to keep him away from public use areas and on a leash no longer than 10 feet.

Tarrywile Park

Bring Fido out for an afternoon of fun and exploration on the trails at pet-friendly Tarrywile Park in Danbury, CT. Leashed pups are welcome at this scenic park featuring plenty of parking, hiking trails, benches, picnic tables and a pond.

Ninham Mountain Trail

Ninham Mountain Trail

The pet-friendly Ninham Mountain Trail is a moderately easy 2.75-mile hike that will take about 3 hours to complete with Fido. This Multiple Use Area in Carmel, NY, is the largest in Putnam County and allows dogs to be off-leash if they are under voice control.

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.

Steep Rock Preserve

Washington Depot, CT

Steep Rock Preserve

Steep Rock Preserve is a pet-friendly recreational area in Washington Depot, CT. This 998-acre site offers hiking trails which follow the river banks and provide access into the hillsides above. Dogs are allowed on the trails at this nature preserve, as long as they are leashed and all mess is cleaned up after them.

Bear Mountain Reservation

Bear Mountain Reservation

Leashed pets may join you on the hiking trails at Bear Mountain Reservation in Danbury, CT. This dog-friendly destination features beautiful woodlands and lovely views of Candlewood Lake on 140 acres of green space.

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.

Putnam Memorial State Park

Putnam Memorial State Park

Fido is welcome on the dog-friendly hiking trails and picnic areas of Putnam Memorial State Park in Redding, CT. This history-oriented public recreation area preserves the site that Major General Israel Putnam chose as the winter encampment for his men during the American Revolutionary War. Please note that Fido isn't permitted inside any buildings at the park.

Macedonia Brook State Park

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.

Wooster Cemetery

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.

Three Lakes Trail

Cold Spring, NY

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.

Bennett's Pond State Park

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.

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.

Baldwin Park

New Milford, CT

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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Pawling, NY, US