Dog Friendly Activities in Westport, CT

There are 3 dog friendly activities in Westport, and 74 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 Dogs are welcome at Sherwood Island State Park in Westport, CT, Connecticut's first state park, in the off season. This public recreation area can be found on the shore of Long Island Sound and offers swimming, fishing, and other activities. The 238 acres of beach, wetlands, and woodlands provides a varied landscape for you and Fido to enjoy. You can bring Fido to the park during the off-season from October 1 to April 14. Pets are not allowed in the park during the summer season from April 15 through September 30. See Details
Pet Friendly Compo Beach Off-Leash Dog Area
Compo Beach Off-Leash Dog Area Compo Beach Off-Leash Dog Area is located at Compo Beach and Yacht Club in Westport, CT, and welcomes dogs from October 1 through March 30. The off leash section is located south of the brick bathhouses and is clearly marked. Please note that the area is not fenced. Dogs are not permitted on the playground, pavilion, or beach walkways. See Details
Winslow Dog Park Located adjacent to the Westport Playhouse, Winslow Park is a large, Westport-owned park in the heart of the town. In addition to walking and biking trails, it has a picnic area, a large off-leash area for dogs, fields, and gardens. The off-leash area is located on the north side of Winslow Park. See Details
Port Jefferson Public Beach and Dog Park Port Jefferson Public Beach and Dog Park is pet-friendly. This small, harbor-side beach in the Village of Port Jefferson has a nice area for owners to walk their pups. Try to go at low tide, there's a lot more beach then! Port Jefferson is very dog-centric, so along with a romp on the beach, it's nice to walk through the village. See Details
Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill National Historic Site in Oyster Bay now as they were when he lived there. Explore more than 80, dog-friendly acres of forests, salt marshes, and meadows on trails and boardwalks with your pup. Although dogs 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. See Details
Avalon Park and Preserve Avalon Park and Preserve is pet-friendly. This natural conservation area is home to five diverse habitats and abundant native flora and fauna. You can explore these on the pet-friendly trails with your leashed pup. The park is open every day of the week from 8am to 8pm. See Details
The Cascades at Lake Mohegan This is a beautiful dog-friendly recreation area in Fairfield, Connecticut. The trails surround a lake and waterfall/creek called the cascades on acreage donated by the G.E. corporation. There are waste bins for doggie cleanups, so bring your baggies. See Details
Oyster Bay Brewing Company Oyster Bay Brewing Company is a dog-friendly brewery in Oyster Bay, NY, where Fido can join you for a pint. Dedicated to producing the highest quality beer while staying true to the nautical history of the gold coast, this brewery is a great place to hang out with your pooch. The colorful list of exciting brews includes barley wine, IPA, stout, and honey ale. See Details
Bailey Arboretum BringFido 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. Bailey Arboretum is open to the public, year-round from 9am to 5pm. See their website for current operating schedule. Admission is free, but donations are welcome and encouraged. See Details
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. See Details
Tribus Brewing Co Dogs are welcome to join their owners at Tribus Brewing Co in Milford, Connecticut. 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. Tribus Brewing Co. is open Thursday from 4pm to 9pm and Friday through Sunday from 12pm to 9pm. See Details
Mianus River State Park Mianus River State Park, formerly the estate of singer and actress, Libby Holman, is a pet-friendly place to enjoy with your pooch. The river weaves through this 400-acre urban forest that is located between Greenwich and Stamford Connecticut. Visitors enjoy biking, fishing, hiking, and horseback riding in the area. You can bring Fido with you for a hike as long as they are on a leash under 7-feet. See Details
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 mansion. See Details
Babcock Preserve The Babcock Preserve is open to the public during daylight hours for hiking, walking, jogging, cross-country skiing, nature study, picnicking and horseback riding on designated trails. The 4.1 mile loop features forested land filled with a wide variety of wildlife. Leashed dogs are welcome. See Details
Paproski’s Pumpkin Patch at Castle Hill Farm Unfortunately, Paproski’s Pumpkin Patch at Castle Hill Farm is currently not pet-friendly due to Covid-19 restrictions. See Details
Metro North Railroad Metro North Railroad allows small, well-behaved pets on the railroad from CT to NYC if they are in kennels or securely controlled on leashes. Pets shouldn't occupy seats and are subject to approval by the conductor. See Details
Mountain Lakes Park Trail Mountain Lakes Park Trail is an easy, 5.15 mile hike in Mountain Lakes Park that will take about 3 hours to complete with Fido. This gentle trail will give you the opportunity to hike around Westchester County?s highest peak, that stands 982 feet tall. Explore forests and take a break in any or all of the gorgeous four lakes. Dogs are not permitted in picnic areas and must be leashed. See Details
Collis P. Huntington State Park Collis P. Huntington State Park is a perfectly tranquil setting in which you can enjoy hiking, canoeing, and pond fishing in five ponds with your pup. Just keep your dog on a leash at all times. See Details
Tarrywile Park Pets are welcome on-leash at this scenic park with plenty of parking, hiking trails, and a pond. See Details
Sand City Brewing Sand City Brewing is pet-friendly. Dogs are welcome on a leash at this neighborhood taproom. The beers include sours, IPAs, and more. Their tasting room offers beer by the pint or by the flight, so you can try a number of different types of beer when you visit. Sand City Brewing is open Monday through Thursday from 12pm to 8pm, Friday to Saturday from 12pm to 11pm, and Sunday from 12pm to 7pm. See Details
314 Beer Garden Bring Fido with you to 314 Beer Garden's dog-friendly open air patio in Norwalk, CT. Fido is welcome to sit with you at a table in the beer garden. The bar offers shots, craft beers, liquors, ciders, non-alcoholic beer, wine, and soft drinks. A S'mores package is also available. Grab some grub from a visiting food truck or purchase food from Avelino Family BBQ. The beer garden includes a fire pit and lawn games. The site also hosts live music and events. Fido will be treated to a dog biscuit, bowl of water, and generous head scratches. There is a whipped cream treat topped with a dog biscuit available for sale. See Details
Jennings Dog Beach Jennings Dog Beach is the only off-leash beach in the area from October 1st to March 31st. Dogs are allowed on the sand, but not on the boardwalks, pavillions, or playgrounds. See Details
Ward Pound Ridge Reservation Trail Ward Pound Ridge Reservation Trail is a moderately easy, 7.5 mile hike in Ward Pound Ridge Reservation that will take about 2.5 to 4 hours to complete with Fido. You and your pup will enjoy this easy trail with only a couple of moderate climbs. Your dog will delight in the stream crossings and hiking by your side on the wide road, while you take in the scenic vistas and historical points. Please note that dogs must be leashed; dogs not permitted in picnic areas. See Details
Bark Park This well-maintained off-leash dog park is well worth the drive. The park is fully fenced with separate small dog area, running water, agility equipment, and benches. See Details