Dog Friendly Activities in Head of the Harbor, NY

There's 1 dog friendly activity in Head of the Harbor. 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 Head of the Harbor, NY, or call 877-411-FIDO to speak with one of our pet travel experts!

Pet Friendly Harmony Vineyards in Head of the Harbor, NY
Leashed dogs can join you during the warm months at Harmony Vineyards. Harmony Vineyards serves harbor-side terroir wine. Fido is only allowed in the lower vineyard seating areas and must be cleaned up after and on a short leash. Dogs are not allowed in the tasting house, on the vineyard terrace, or when the weather is poor, and they must leave before dusk. The days in which dogs are allowed at Harmony Vineyards vary, so guests should call ahead before planning their outing.
Pet Friendly Jennings Dog Beach in Fairfield, CT
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.
Pet Friendly Gardiner County Park in Bay Shore, NY
This park is known for being extremely dog-friendly, with many on-leash trails, a doggie water fountain, and waste station.
Pet Friendly Compo Beach Off Leash Dog Area in Westport, CT
Compo Beach off-leash dog area is located at Compo Beach and Yacht Club and welcomes dogs from October 1 through March 30. Be aware that the area is not fenced.
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