2 Best Hotels in Long Island, New York

This 1929 colonial-style inn has a colorful history, including being a 1970s disco with lederhosen-clad dancers, but today it's a peaceful retreat, with staff that makes you feel like family. Tucked away in a secluded spot at the end of Ram Island, its lawns, scattered with Adirondack chairs, slope down to Coecles Harbor with a small and scenic beach for swimming or sailing. Rooms, furnished in simple country style are bright, and special rates and packages are offered throughout the year. The restaurant is known for outstanding seasonal fare and its Sunday sunset jazz dinner (May to late October).

Near Gosman's Dock and Montauk Harbor, this boutique hotel brings a little bit of chic to Montauk without going over the top. Rooms are bright and airy, with comfortable beds, white bed linens, and splashes of color from Aztec-style rugs. You can lounge around the outdoor pool by day and cozy up to the firepit at night. Several apartment-style efficiencies with kitchenettes can accommodate the entire family. Custom Sole' cruiser bikes provide perfect transportation to nearby beaches.