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 within a 5-minute drive of The Hamptons Beaches and North Main Street Historic District.

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.

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.

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

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

Located in Westbrook (Westbrook Center), The Captain Stannard is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets.

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.

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.

A stay at The Hedges Inn places you in the heart of East Hampton, a 1-minute drive from Guild Hall and 12 minutes from Sag Harbor Whaling and Historical Museum.