There are 3 dog friendly activities in Sleepy Hollow, and 175 more nearby. 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 Sleepy Hollow.
Dog Park at Kingsland Point Park
Kingsland Point Park is an 18-acre recreation area in Sleepy Hollow, NY. Among other amenities, this space features an off-leash dog park where Fido can exercise and play with his pet companions. An entry fee for this park does apply to both County park pass owners, town residents and non-pass holders.
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Sleepy Hollow Cemetery
The Sleepy Hollow Cemetery is pet friendly. This cemetery in Sleepy Hollow, NY, is the final resting place of Washington Irving, the author of The Legend of Sleepy Hollow. Leashed dogs are welcome to join their owner here if they are cleaned up afterward. Unfortunately, dogs are not welcome on tours of the cemetery.
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Kingsland Point Park
Kingsland Point Park is a large riverside recreation area in Sleepy Hollow, NY. This pet-friendly park features a playground, athletic fields, a historic lighthouse and a dog park. Leashed dogs can visit this park with their owners if they remain leashed unless in the designated leash-free space. Note that an entry fee into the park does apply.
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Sands Point Preserve
Bring Fido to walk along the Sand Point Castle or hike up the cliffs at Sands Point Preserve, overlooking the Long Island Sound in San Points, NY. Fido must be leashed at all times. Dogs are not permitted on the beach at any time. The Dog Run – also known as Charlie’s Run – offers two large spaces for pups to romp and socialize, one for small dogs and one for dogs of any size.
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Playland Beach
Playland Beach is a dog-friendly beach located on the grounds of Playland Park Amusement Park in Rye, NY. Dogs are welcome to join their owners on the beach from October 1st until April 28th, before the park is open for the season. There is a limit of 3 dogs for each owner, and dog walking services are prohibited all year round. Make sure you keep Fido on a leash under six feet.
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Bailey Arboretum
Bring Fido on a relaxing stroll through the dog-friendly Bailey Arboretum in Locust Valley, NY. The Arboretum features a charming 18th-century farmhouse and forty-two acres of rare and unique trees. Leashed dogs and their owners can explore marked trails for free. See their website for the current operating schedule.
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Little Bay Park Dog Run
Fido is invited to play at Little Bay Park Dog Run in Bayside, NY. There are two separate areas for big and small dogs with shade. A water fountain for your furry friend is also available.
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Mianus River State Park
Mianus River State Park, formerly the estate of singer and actress, Libby Holman, is a pet-friendly area in Stamford, CT. The river weaves through this 400-acre urban forest where visitors enjoy biking, fishing, hiking and horseback riding in the area. Leashed dogs are welcome as long as they're cleaned up after, but please note that commercial dog walking is not permitted.
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Harriman State Park
Fido is welcome at the dog-friendly Harriman State Park in Ramapo, NY. Your furry hiking partner must always be on a leash no longer than 6 feet and display their rabies vaccination tag. Dogs are prohibited in buildings, beach/bathing areas, Beaver Pond Campground, Welch Beach or Sebago Cabins.
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Castle Rock and Sugarloaf Hill Trail
Castle Rock and Sugarloaf Hill Trail is a 6.65-mile hike in Hudson Highlands State Park. This moderately easy pet-friendly path in Garrison, NY, may take about 3 hours to complete with Fido. Let your mind travel back to the late 1800s as you marvel at the private mansion with over 34 rooms and four interior chimneys. The area around the mansion is private, so stick to the trail. Dogs must remain on a leash no longer than 10 feet.
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Inwood Hill Park Trail
Inwood Hill Park Trail is an easy, 2-mile hike that will take about 1 hour to complete with Fido. Moderate slopes offer you and your pup some exercise as you hike through the only natural park on Manhattan Island. Dogs must be on a leash no longer than 6 feet.
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Dog Run at Pelham Bay Park
The Pelham Bay Park dog run is located in Pelham South, near the entrance at Middletown Rd and Stadium Ave. This recreation space in Bronx, NY, is one of the first dog runs to be built by the NYC Parks Department. Ensure Fido is leashed when leaving the run and re-entering the larger community park.
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Saxon Woods Park Trail
Saxon Woods Park Trail is an easy 2.5-mile hike that will take about 1.25 hours to complete with Fido in Harrison, NY. The southern section of Saxon Woods offers hikers and their pups a gentle pet-friendly walk. Dogs are not allowed in picnic areas and must be leashed at all times.
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Z-Travel & Leisure Tours
If you want to learn more about NYC, take a dog-friendly tour with Art and Susan Zuckerman of Z-Travel and Leisure Tours. They offer 80 different types of tours, including neighborhood tours, themed tours, ethnic tours, food tours, water tours and a chocolate tours. All can be adapted for guests traveling with dogs; just be sure to mention you will be bringing Fido when you call to schedule a time.
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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.
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Ward Pound Ridge Reservation Trail
Ward Pound Ridge Reservation Trail is a moderately easy, 7.5-mile hike in Pound Ridge, NY. You and your pup will enjoy this pet-friendly path with only a few moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road while you take in scenic vistas and historical points. Please note that dogs must be leashed and are not permitted in picnic areas.
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Dog Park at Dudley C. Allen Park
Bring Fido to blow off some steam at the dog park at Dudley C. Allen Park in Leonia, NJ. This off-leash pup recreation area features an awning for shade, water access for pups and picnic tables for humans.
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Piermont Pier
This lovely spot was originally the eastern end of the Erie Railroad. Located in the Village of Piermont, NY, the Piermont Pier is open year-round and is popular with dog walkers, joggers, birders and fishermen. During WWII, it was known as "Last Stop USA" because it served as the embarkation point for troops destined for the European theater. Today the pier offers spectacular views of the Hudson River.
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Dog Park at James J. Braddock Park
Pets love the off-leash fun at the fenced dog park at James J. Braddock Park in North Bergen, NJ. This dog recreation area includes separate runs for different-sized pets, benches, water bowls, running water, donated toys and waste bags.
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Babcock Preserve
The Babcock Preserve is a pet-friendly area in Greenwich, CT, that's open to the public during daylight hours for hiking, walking, jogging, cross-country skiing, nature study, picnicking and horseback riding on designated trails. The 4.1-mile loop features forested land filled with a wide variety of wildlife. Leashed dogs are welcome.
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