There are 2 dog friendly activities in Chappaqua, and 149 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 Chappaqua.
Gedney Park
Discover the wonders of Gedney Park, a delightful pet-friendly recreation area in Chappaqua, NY. This park provides a special treat for your furry companion! During designated morning hours, your pup can happily explore the picturesque trails off-leash, embracing the freedom of nature. At any time of the day, your four-legged friend is welcome to accompany you to the park, joyfully strolling on a leash.
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North County Trailway
The North County 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 Chappaqua! The map below shows a parking area with convenient access to the North County 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.
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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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Sagamore Hill National Historic Site
Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill National Historic Site in Oyster Bay, NY, where he lived. Explore more than 80 dog-friendly acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although your furry friend cannot enter any buildings, they are welcome throughout the grounds. There's even a nature trail to the beach, so your pup can dip his toes in the water. Just remember Fido must be leashed at all times.
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Oyster Bay Brewing Company
Oyster Bay Brewing Company is a dog-friendly taproom in New York where Fido can join you for a pint indoors or outdoors. Dedicated to producing the highest quality beer while staying true to the nautical history of the gold coast, this establishment is a great place to hang out with your pup. The colorful list of exciting brews includes barley wine, IPA, stout and honey ale.
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Lock City Brewing
Lock City Brewing is a pet-friendly brewery in Stamford, CT. Fido is welcome both inside the taproom or in the outdoor area while you enjoy a flight or pint of their craft beer.
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Cornish Estate Trail
The dog-friendly Cornish Estate Trail in Cold Spring, NY, is a somewhat easy 4.5-mile hike in Hudson Highlands State Park that will take about 2.5 hours to complete with Fido. Walk by remnants of old buildings and the beautiful Hudson River. Dogs remain on a leash no longer than 10 feet and are not permitted in picnic areas.
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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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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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Storm King State Park
Storm King State Park has a somewhat difficult 3.5-mile hike that will take about 3 hours to complete with Fido in Cornwall, NY. Although the pet-friendly trail skips Butter Hill and Storm King Mountain, it does offer beautiful views of the Hudson River, Bannerman Island, Cold Spring, and Constitution Marsh and is also more lightly traveled. Dogs are not permitted in picnic areas and must be leashed.
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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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Metro North Railroad
Metro North Railroad, with a station in Stamford, CT, allows small, well-behaved pets on the train from CT to NYC if they are in kennels or securely controlled on leashes. Explore towns along this dog-friendly MTA line with your best friend in tow, but please note that pets shouldn't occupy seats and are subject to approval by the conductor.
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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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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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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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