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Dog-Friendly Activities in Westport, CT

There are 3 dog-friendly activities in Westport, and 88 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 Westport.

Pet Friendly Sherwood Island State Park

Sherwood Island State Park

Sherwood Island State Park

Sherwood Island State Park in Westport, CT welcomes leashed dogs in the off-season from October 1st to April 14th. This public recreation area can be found on the shore of Long Island Sound and offers swimming, fishing and dog-friendly trails. Pets are not allowed in the park during the summer season from April 15th through September 30th.

Pet Friendly Compo Beach Off-Leash Dog Area

Compo Beach Off-Leash Dog Area

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.

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.

Avalon Nature Preserve

Stony Brook, NY

Avalon Nature Preserve

Avalon Nature Preserve is a pet-friendly spot in Stony Brook, NY. This natural conservation area has five diverse habitats and abundant native flora and fauna, offering multi-use trails. You can explore these pathways with your leashed furry friend.

Six Harbors Brewing Company

Six Harbors Brewing Company

Six Harbors Brewing Company is a pet-friendly microbrewery in Huntington, NY. Indulge in a draught beer from the rotating list of delicious brews, including cider, pilsner, and lager. Dogs are welcome on a leash both inside and outside, as long as they are well-behaved. Grab a bite to eat from one of the rotating food trucks.

Sagamore Hill National Historic Site

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.

Port Jefferson Harbor

Port Jefferson, NY

Port Jefferson Harbor

Port Jefferson Harbor is a pet-friendly spot in New York. This small, harbor-side beach in the Village of Port Jefferson has an excellent area for owners to walk their pups. Try to go at low tide; there's a lot more beach then! The location is very dog-centric, so along with a romp on the beach, it's nice to walk through the village.

Lake Mohegan Open Space

Lake Mohegan Open Space

Lake Mohegan Open Space is a beautiful dog-friendly recreation area in Fairfield, CT. The scenic hiking trails take you around the lake, over a foot bridge, and through woodlands at this 170-acre property. Fido can enjoy some off-leash time on your hike after you reach the "100-foot" sign posted on the trail. Please make sure your pets are under voice control at all times and be sure to clean up after them.

Oyster Bay Brewing Company

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.

Lock City Brewing

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.

Coindre Hall

Coindre Hall Park is a dog-friendly, 33-acre park and 80,000-square-foot mansion overlooking Huntington Harbor in New York. Built for pharmaceutical giant George McKesson Brown in 1912, this mansion represents the height of the Gold Coast era. Many people bring their dogs to frolic and play in the hills of the "backyard" of the estate.

Ward Pound Ridge Reservation Trail

Pound Ridge, NY

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.

Bailey Arboretum

Locust Valley, NY

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.

Tribus Beer Co.

Tribus Beer Co.

Dogs are welcome to join their owners at Tribus Brewing Co in Milford, CT. The first brewery and taproom to come to the town, Tribus offers up a wide selection of flavorsome beers brewed on the premises. Their beer list includes sour IPA, IPA, porters, stouts, and more. Your pooch can join you outside in the biergarten.

Mianus River State Park

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.

Makamah Nature Preserve

Fort Salonga, NY

Makamah Nature Preserve

Originally called Crab Meadow Park East Watershed, the Makamah Nature Preserve contains dry and wet woodlands, as well as marsh. The preserve is available for hiking, bird watching, dog walking (on leash). It has been reported that 94 species of birds have been recorded in and around the property and that the park is prime habitat for owls and woodpeckers. The park contains heavily wooded hills with one rising to 60 feet in its center and others rising to 100 feet.

Nissequogue River State Park

Nissequogue River State Park

Nissequogue River State Park is a pet-friendly recreational spot in Kings Park, NY. Your leashed pup can join you as you explore the area. You'll come across an abandoned asylum with over 100 buildings with history and hiking trails that provide scenic views of the river. The park also has a canoe and kayak launch, interpretive signs, guided tours, and bird-watching opportunities.

Jennings Beach

Jennings Beach is a pet-friendly area covering 27 acres along the Long Island Sound in Fairfield, CT. Dogs and horses are welcome at this off-leash beach from October 1st to March 31st. Pets must be cleaned up after and aren't permitted on the boardwalks, pavilions or playgrounds.

Metro North Railroad

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.

Mountain Lakes Park Trail

North Salem, NY

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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Westport, CT, US