Dog Friendly Activities in Oyster Bay, NY

There are 3 dog friendly activities in Oyster Bay, and 85 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 Oyster Bay.

Pet Friendly Sagamore Hill National Historic Site
Sagamore Hill National Historic Site Theodore Roosevelt loved animals, and dogs are as welcome at Sagamore Hill now as they were when he lived there. Explore more than 80 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 that dogs must be leashed at all times. See Details
Pet Friendly Oyster Bay Brewing Company
Oyster Bay Brewing Company Oyster Bay Brewing Company is pet-friendly. 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
Dog Training on a Hike and at the Beach Dog Training on a Hike and at the Beach is a pet-friendly Airbnb Experience. Meet up at the trailhead for dog training and a lovely walk with other dog lovers. Dogs must get along with other pups to take part in this fun activity. Make sure you bring water and treats to reward them during the training tasks. Rates start at $40. See Details
Gardiner County Park Gardiner County Park is a 231 acre nature-oriented public park on the Great South Bay. This park is known for being extremely dog-friendly, with many on-leash trails, a doggie water fountain, and waste station. 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.
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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
Walt Whitman Trail at West Hills County Park Walt Whitman Trail is an easy, 4.25 mile hike at West Hills County Park that will take about 2 hours to complete with Fido. Aside from the moderate climb to the 401 foot Jaynes Hill, this hike is quite flat. Horses also frequent this park and you should watch out for them as you hike. Please note that dogs must be leashed; dogs not permitted in picnic areas. Campsites, lean-tos, and primitive shelters are available year-round. Reservations are required. 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
Hardscrabble Wilderness Area Trail Hardscrabble Wilderness Area Trail is a somewhat easy, 3.5 mile hike that will take about 2 hours to complete with Fido. This easily accessible trail is a favorite amongst dogs for its rolling hills, gurgling brooks, and refreshing pond. Leash regulations do apply. See Details
Playland Beach Playland Beach is located on the grounds of Playland Park Amusement Park. Dogs are welcome to join their owners on the beach from October 1st until April 28th. There is a limit of 3 dogs for each owner and dog walking services are prohibited all year round. Make sure you keep Fido on a leash under six feet. See Details
Penfield Beach This is an on-leash beach open to canines between after October 1st to March 31st, as long as you pick up after them. See Details
Sands Point Preserve Bring Fido to hike up the cliffs that overlook Long Island Sound or walk along the Sand Point Castle. Dog owners are welcome to bring their four-legged friends to the Sands Point Preserve, provided the dogs are kept on a leash at all times. There are no exceptions to this rule as the safety and well-being of all visitors including adults, children, and all animals, are of paramount importance. Dogs are not permitted on the beach at any time. See Details
Grass Island Dog Park Bring your pet to play off-leash at this fenced Greenwich dog park, which includes a separate area for small dogs. See Details
Rowayton Dog Park This friendly, large, off-leash dog park provides plenty of space for your pet to play. See Details
Eisenhower Dog Park Developed with support and partnership from the local dog owner community, Long Island Dog Owners Group, Pet Supplies Plus and Eisenhower Park officials, the almost one acre site features an area for small dogs, an area for large dogs with separate entrances. The park also features new benches, water fountains for the dogs, a shade/rain pavilion, waste bag disposal stations, a bulletin board and off-street parking. The park is located at the corner of Stewart Ave and Salisbury Park Drive (on the north side of the park). See Details
Coindre Hall Coindre Hall is a mansion in the style of a medieval French chateau constructed in 1912 for pharmaceutical magnate George McKesson Brown. It overlooks 34 acres of rolling land including a boathouse on the north shore of Long Island adjacent to Long Island Sound. Many people bring their dogs to frolic and play in the hills of the "backyard" of the mansion. It is a wonderful place to bring your dog to be with other friendly dog lovers and dogs! See Details
Nickerson Beach Nickerson Beach has a dog run with separate fenced areas for small and large dogs. Dogs are not allowed on the beach. See Details
Larchmont Dog Beach Unfortunately, Larchmont Dog Beach is temporarily closed. See Details
Fire Island Lighthouse Bring Fido to the Fire Island Lighthouse. Hike from Robert Moses State Park parking field #5; there are also paths from the Lighthouse to the oceanfront and Fire Island. Dogs aren't permitted in the actual lighthouse at any time, or oceanside beaches and the Fireside Wilderness from March 15 through Labor Day. However, they are allowed on the bayside beaches and park boardwalks. See Details
Saxon Woods Park Trail Saxon Woods Park Trail is an easy, 2.5 mile hike that will take about 1.25 hours to complete with Fido. The southern section of Saxon Woods offers hikers and their pups a gentle hike. Dogs are not allowed in picnic areas and must be leashed at all times. See Details
Pelham Bay Park Dog Run The Pelham Bay Park Dog Run is located in Pelham South, not far from the entrance at Middletown Road and Stadium Avenue. The Dog Run is one of the first dog runs to be built by the NYC Parks Department. Nearby, Orchard Beach is also a treat in the off-season, when strolling, biking or dog walking (on the promenade only from October 1 to May 1) are very popular. See Details
Stamford Dog Park at Courtland Park Your pet will love to play off-leash at this new Stamford dog park, which is fully fenced with a separate area for small dogs, benches, and trees. See Details
Paws Place Ward Acres Dog Park Pets love to socialize and play off-leash at this fenced dog park, which includes a separate area for small dogs. 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