There are 69 dog friendly activities within 20 miles of Brewster. 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 Brewster.
Bartlett Arboretum & Gardens
Bartlett Arboretum & Gardens is pet-friendly. Bring your pooch along to explore 12 miles of garden trails and wander around the Bartlett, a living classroom for people and dogs to experience and enjoy nature. They offer an enchanting environment, where you can explore the grounds with your pup, research a particular variety of plant or attend an event. Their trails will take you through beautiful gardens, past champion trees, and into native Connecticut habitats, alongside colonial stonewalls and over pristine wetlands. Bartlett Arboretum & Gardens is open every day of the week from dawn until dusk.
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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.
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Kitchawan Preserve Trail
Kitchawan Preserve Trail is a moderately easy, pet-friendly, 4-mile hike in Ossining, NY. This trail is popular amongst dog owners as the wide path allows you to hike side by side with your pup through the mature forests. Dogs must be on a leash no longer than 6 feet throughout your visit.
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Compo Beach Off-Leash Dog Area
Compo Beach Off-Leash Dog Area welcomes Fido to play along the sandy shoreline from October 1st through March 31st in Westport, CT. The off-leash section is located south of the brick bathhouses and is clearly marked. Please note that the area is not fenced, so pets must be supervised at all times. Dogs are not permitted on the playground, pavilion or beach walkways.
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Rockefeller Preserve Trail
Embark on a rewarding adventure with Fido along the captivating Rockefeller Preserve Trail, an 8.25-mile hike within the serene Rockefeller State Park Preserve in Tarrytown, NY. This dog-friendly picturesque path offers a delightful journey through unspoiled forests, meadows and wetlands. It's important to note that leash regulations apply, ensuring a safe and harmonious experience for all visitors and their furry companions.
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Winslow Park
Located adjacent to the Westport Country Playhouse, Winslow Park is a popular destination for pups in the heart of Wesport, CT. In addition to trails and a picnic area, this pet-friendly park features a large off-leash green space for dogs at the north end of the park. Please note this area is not enclosed, so Fido must be supervised at all times. Also, be aware that dogs are not permitted at the south end of the park.
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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.
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Cranbury Park
Located on 227 acres surrounding the historic Gallaher Mansion in Norwalk, CT, Cranbury Park offers some dog-friendly areas on the property for pups to run off leash. Dogs are also allowed on the trails and in the orchard, but they're not permitted on the Great Lawn or near the mansion, playground or pavilion. Please note a parking fee may apply when visiting.
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Richter Park
Take your leashed pup for a hike on one of the two dog-friendly trails at Richter Park in Danbury, CT. This 230-acre park features a golf course, tennis courts, winter recreation, hiking trails, an outdoor summer theater, and a cafe with patio seating.
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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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Dog Park at Doherty Park
Fido is invited to play at the dog park at Doherty Park in Hopewell Junction, NY. The off-leash facility is separated into two sections for large and small dogs, with waste stations and benches for pet parents. Please note membership is required, and a dog license to enter.
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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.
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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.
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Sing Sing Kill Brewery
Sing Sing Kill Brewery is a pet-friendly taproom located in Ossining, NY. Well-behaved dogs can join you for a cold beer in their outdoor seating area. This eco-conscious establishment is committed to using locally-sourced ingredients, energy and equipment. Although Sing Sing Kill Brewery has no kitchen, they offer small snacks like nuts, chips and soft pretzels.
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Friendly Paws Park
Fido is invited to play at Friendly Paws Park at Doug Phillips Park in Fishkill, NY. Your furry friend is welcome, as long as they have a permit, which can be obtained from the website link. The park includes water fountains for dogs to rehydrate and benches for owners to rest at. Please note this outdoor facility is closed Thursdays for maintenance.
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Mead Memorial Park
Pet-friendly Mead Memorial Park welcomes leashed dogs at this favorite neighborhood spot in New Canaan, CT. Featuring a large pond, trails, picnic benches, shaded areas, a seasonal cafe and water fountains, you and Fido are sure to enjoy a great afternoon.
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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.
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Canine Commons: a Tribute to Working Dogs
Canine Commons: A Tribute to Working Dogs, located at Beaver Dam Park in Bedford Hills, NY, welcomes Fido to enjoy some off-leash exercise and socialization. This recreation area features three separate sections for large pups, small pups and agility. All dogs are required to have a NYS dog license to visit. The park is open to Town of Bedford Residents with a dog park permit, and a limited number of non-resident permits are also available through the Town Clerk office.
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Bald Mountain to Teatown Lake Trail
Bald Mountain to Teatown Lake Trail is a 5.75-mile hike in Croton-on-Hudson, NY. This pet-friendly path will take about 3 hours to complete with Fido and will give you a tour of Bald Mountain and Teatown Lake Reservation. The two areas have a total of 845 acres of forests and streams to enjoy. Dogs must be kept on a leash, as this trail is shared with mountain bikers.
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Bark Park at Sycamore Park
This Bark Park is a members-only recreation area in Mahopac, NY. Located inside Sycamore Park, a beautiful 41-acre park, this half-acre fenced space features a small and large dog area, waste stations, water fountains, agility equipment, a fire hydrant and benches to sit on. Both residents and non-residents are eligible to register for a membership.
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