When to Go
Peak Season: Late May to mid-September
Plan and book well in advance. The luxury of staying at any of Long Island’s hot spots, especially Fire Island, The Hamptons, and Montauk, comes at a price, and availability is limited.
Off Season: Mid-November to February
Take advantage of lower hotel prices to hang out with the locals at restaurants and nightspots, visit quaint villages decked out for the holidays, and take in the many artistic and cultural opportunities the island offers year round.
Shoulder Season: March to late May; mid-September to mid-November
As tourists flee the island at the end of summer—or in spring before they arrive—hotel prices plummet and availability soars. Take advantage of the temperate climate and enjoy the quiet serenity of Long Island’s nature sans the crowds.