Be among the first guests at Cliffside Resort (from $375), a beachfront hotel opened July 4 weekend by East Hampton developer Ken Tedaldi. Cradled on bluffs overlooking the Long Island Sound, the 68 two-bedroom, two-bath suites come with wine refrigerators, balconies, on-site laundry, and access to a private beach. The Captain’s Roost, unit 207, has the best views of the sound.
The bright, contemporary Harbor Front Inn (from $299) is centrally located on the Peconic Bay beach and near downtown’s shops and restaurants. Book one of the oversize junior suites with a private balcony right on the bay, or splurge on the 800-square-foot terrace suite for the Jacuzzi tub, glassed-in shower, and a private patio with teak furniture.
Rent a cottage at the family-run, fifties-era Silversands Motel (from $300) and get an outdoor barbecue and picnic table on a quarter-mile stretch of private beachfront overlooking Shelter Island. Slips are available if you want to bring your boat.