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Dog Friendly Activities in Westport, CT

There are 3 dog friendly activities in Westport, and 86 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 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.

Pet Friendly Winslow Park

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.

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.

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.

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 are not 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.

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.

Penfield Beach

Penfield Beach in Fairfield, CT is a pet-friendly beach open to leashed dogs and horses from October 1st to March 31st. Offering 3.5 acres of sandy shoreline, this beach is a popular spot for locals and one that Fido is sure to enjoy. Please remember to clean up after your pets during your visit.

Grass Island Dog Park

Grass Island Dog Park

Bring your pet to play off leash at Grass Island Dog Park in Greenwich, CT. This 3/4-acre fenced park includes a separate area for small dogs. Let Fido romp around with other canines while enjoying some fresh air and exercise. The park also features a dog walking trail and waste bag dispensers.

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.

Pequonnock River Trail

Pequonnock River Trail

The Pequonnock River Trail 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 Trumbull! The map below shows a parking area with convenient access to the Pequonnock River Trail. 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.

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.

Rowayton Dog Park

Rowayton Dog Park

Rowayton Dog Park is a fenced, off-leash area for Fido to play in Norwalk, CT. This large park provides plenty of space for your pup to get some exercise and enjoy socializing with other canines. It also features a small dog area for pups weighing 25 pounds or less.

Stamford Dog Park

Stamford Dog Park

Your pet will love to play off leash at Stamford Dog Park at Courtland Park in Stamford, CT. The park is fully fenced with a separate area for small dogs, plus has benches and trees. A maximum of two dogs per handler are allowed in the park.

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.

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.

Shelton Dog Park

Shelton Dog Park

Bring Fido for some off-leash exercise at Shelton Dog Park in Shelton, CT. This fenced dog park features a separate section for small pups, benches and shade from mature trees. Male dogs must be neutered, and all pets must be cleaned up after. If you and Fido are still up for an adventure, the dog park is adjacent to an 11-mile network of hiking trails, including the multi-use Shelton Lakes Recreation Path, and all of them welcome leashed dogs.

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.

Bark Park Dog Park

Bark Park Dog Park

Bark Park Dog Park in Ridgefield, CT is a well-maintained, off-leash area that is well worth the drive. Fido will be sure to enjoy some exercise at fresh air during an afternoon play session at this popular spot. The park is fully fenced with a separate small dog area for pups under 40 pounds as well as running water, agility equipment and benches.

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.

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Westport, CT, US