Dog-Friendly Activities in Westport, CT

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.

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.

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.

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.

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.

Sand City Brewing is a pet-friendly taproom in Northport, NY. Leashed dogs are welcome inside and outdoors while you enjoy a beverage. Beers include sours, IPAs, and more that you can order by pint or flight.

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.

Spacecat Brewing Company is a craft brewery and taproom in the heart of South Norwalk, CT. Fido can join you inside the spacious, modern taproom, or outside in the beer garden. As about the Spacecat dog treats! They brew a variety of beer styles, both flagship and limited release, including pilsners, blondes, wheat ales, IPAs, and goses. Food trucks are occasionally on site.

Bring Fido along to the Weir Farm National Historic Site, a dog-friendly National Park in Wilton, CT. This property is 68 acres that once belonged to Impressionist painter J. Alden Weir. You and your pup can enjoy woods, fields and waterways together. Leashed pets are permitted in the park, but are not allowed in the buildings. Leashes must be no longer than six feet.

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.

Bring Fido out for an afternoon of fun and exploration on the trails at pet-friendly Tarrywile Park in Danbury, CT. Leashed pups are welcome at this scenic park featuring plenty of parking, hiking trails, benches, picnic tables and a pond.

Bring Fido to the award-winning Port Jeff Brewing Company located in the heart of Port Jefferson Village, New York. Dogs are welcome inside and on out the outdoor deck. They don't serve food but you're welcome to enjoy take-out food from local restaurants at the tasting room.

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.

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.

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.

Leashed dogs are welcome at Collis P. Huntington State Park in Redding, CT. The park offers a tranquil setting in which you can enjoy dog-friendly hiking trails, canoeing, and pond fishing in five ponds with your pup.

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.

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.

Cold Spring Harbor State Park is a pet-friendly park in Cold Spring Harbor, NY. The park comprises 40 acres of hilly terrain that offer scenic vistas. Take your pooch for a walk through mixed hardwood forests on various trails. Leashed pups are welcome as long as they are cleaned up after.

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.