Southold B&B

With a stay at The Sagaponack in Wainscott, you'll be within a 5-minute drive of Wolffer Estates Vineyard and The Hamptons Beaches.

With a stay at Harpoon House in Southampton, you'll be a 4-minute drive from The Hamptons Beaches and 6 minutes from Cooper's Beach.

With a stay at The Huntting Inn in East Hampton (Egypt Lane Historic District), you'll be within a 5-minute drive of Guild Hall and The Jewish Center of the Hamptons.

With a stay at Mill House Inn in East Hampton (Pantigo Road Historic District), you'll be steps from Old Hook Mill and 6 minutes by foot from East Hampton Village Nature Trail and Wildlife Sanctuary.

When you stay at Carole's Place B & B in East Quogue, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.

Located in Greenport, Stirling House Bed & Breakfast is on the waterfront, within a 15-minute walk of East End Seaport Maritime Museum and Railroad Museum of Long Island.

Located in Westbrook (Westbrook Center), Westbrook Inn B&B is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

When you stay at West Neck Guesthouse in Shelter Island Heights, you'll be near the beach, within a 15-minute walk of Shelter Island Country Club and Sunset Beach.

With a stay at The Captain Stannard in Westbrook (Westbrook Center), you'll be within a 15-minute drive of Hammonasset Beach State Park and Westbrook Town Beach.

With a stay at The Scranton Seahorse Inn in Madison (Madison Center), you'll be within a 5-minute drive of Hammonasset Beach State Park and Madison Green Historic District.

With a stay at Harbor Knoll Bed & Breakfast in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and East End Seaport Maritime Museum.

With a stay at Vine & Sand in Southold, you'll be a 2-minute walk from Mattebella Vineyards and 8 minutes by foot from Corey Creek Winery.