There are 12 dog-friendly hiking trails within 20 miles of Round Top. 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 Round Top.
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.
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Scenic Hudson’s Long View Park
Walk your leashed dog at Scenic Hudson's Long View Park. The first thing that greets you upon entering the park is an old red barn, which attests to the land’s centuries-long incarnation as a farm. The park is open daily from dawn to dusk.
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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.
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Ashokan Rail Trail
Ashokan Rail Trail in Boiceville, NY, is pet friendly. This 11.5-mile flat recreational ADA path runs along Ashokan Reservoir and allows leashed dogs. A waste station is provided at the Boiceville Bridge Trailhead.
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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.
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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.
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Coxsackie Riverside Park
Coxsackie Riverside Park is a pet-friendly spot in New York. Wander with your pup along the trails of this popular park and enjoy the colors of fall on the trees around you. Home to a yearly blessing of the animals, this is a great place to visit with your dog and see somewhere new.
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Hollyhock Hollow Sanctuary
Check out the pet-friendly Hollyhock Hollow Sanctuary in Selkirk, NY. This 134-acre recreation area features a 1.7-mile loop along the Onesquethaw Creek. Pups are welcome but must remain leashed.
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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.
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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.
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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.
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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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