Dog Friendly Hiking Trails in Windham, NY

There are 8 dog-friendly hiking trails within 20 miles of Windham. 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 Windham.

Kaaterskill Falls

Haines Falls, NY

Kaaterskill Falls Kaaterskill Falls has been one of the region's most popular attractions in Haines Falls, NY, for centuries. This pet-friendly hike welcomes dogs to join you to view the magnificent two-tier 260-foot waterfall. Plan an early morning weekday trip to avoid crowds and be prepared for muddy or slippery conditions after heavy rainfall. Visitors can also take Laurel House Road to reach a popular viewing platform looking down onto the waterfall. See Details

Overlook Mountain Wild Forest

Woodstock, NY

Overlook Mountain Wild Forest Overlook Mountain Wild Forest is a pet-friendly spot in Woodstock, NY. Bring Fido out for a day to explore. The area hosts a hiking trail with a unique combination of a historic fire tower, mountain house ruins and impressive views. The summit of Overlook Mountain is one of the top three most visited locations in the Catskill Forest Preserve. Please keep Fido on a leash and look out for the Timber Rattlesnake. See Details

Kaaterskill Wild Forest

Saugerties, NY

Kaaterskill Wild Forest Take Fido on an outing through dog-friendly Kaaterskill Wild Forest in Saugerties, NY. Located within the Catskill Forest Preserve, this 7,620-acre area offers year-round activities for you and your canine companion. Enjoy taking one of the many hiking trails in warmer months or venture out to cross-country ski & snowshoe in winter. The 2.4 mile Huckleberry Point Trail offers view across the Hudson Valley, Overlook Mountain, and peaks emerging from the distant Indian Head Wilderness. The long and steep Kaaterskill High Peak Trail is a 6.5 mile route popular with hikers, mountain bikers, and horseback riders alike. Camping is permitted within Kaaterskill Wild Forest and one designated primitive campsite can be found along the Escarpment Trail. See Details

Mine Kill State Park

North Blenheim, NY

Mine Kill State Park Mine Kill State Park is a pet-friendly spot in North Blenheim, NY. This state park contains great hiking trails to explore with your leashed pup. A separate parking area is 1/4 miles south of the main entrance if you prefer to see the falls from a viewing platform. Please note a maximum of two per are allowed in day-use areas unless prohibited by sign or directive. See Details

Mount Tremper Trail

Phoenicia, NY

Mount Tremper Trail Mount Tremper Trail is pet-friendly. This mountainous hiking trail in New York welcomes leashed dogs to join their owners on an expedition. The best time to hike is March through November. Remember to bring snowshoes and boots for Fido if you plan on attempting the hike in winter. See Details

Catskills Visitor Center

Mount Tremper, NY

Catskills Visitor Center Catskills Visitor Center is a pet-friendly tourist information center in Mount Tremper, NY. Situated on 60-acres of forest, fields and wetlands, you and your leashed pooch can see the 80-foot tall Upper Esopus Fire Tower, explore 1.5-miles of nature trails, picnic areas, a covered pavilion, wildlife viewing, Esopus Creek access and much more. See Details

Panther Mountain from Fox Hollow Trail

Shandaken, NY

Panther Mountain from Fox Hollow Trail Panther Mountain from Fox Hollow Trail is a pet-friendly hike that starts in Shandaken, NY. This rugged route leads to stunning views of the Catskills Mountain Range, is rated difficult and is 9.5 miles in total out-and-back. The route should only be taken on by experienced canine hikers. See Details

Max V. Shaul State Park

Middleburgh, NY

Max V. Shaul State Park Leashed dogs can join you at Max V. Shaul State Park, a pet-friendly recreation space in the Fultonham area of Middleburgh, NY. You and Fido can enjoy hiking, fishing, camping and cross-country skiing. A maximum of two pets can join you at the park’s campsites and day-use areas. Pets are to be supervised and on a leash under six feet in length, and aren’t permitted in playgrounds, buildings, golf courses, boardwalks, pools, spray grounds or guarded beaches. Please clean up after Fido. See Details