Shelter Island 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.

A stay at Inn at Harbor Hill Marina places you in the heart of Niantic, a 2-minute drive from Tumbleweeds and 6 minutes from Rocky Neck State Park.

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

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 Carole's Place B & B in East Quogue, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Quogue Community Hall.

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 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.

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.

Located in Old Saybrook (Old Saybrook Center), James Pharmacy Bed & Breakfast is within a 5-minute drive of Connecticut River and Harvey's Beach.

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.

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.