The Pridwin
est.
1927
WHAT A beloved all-American resort. WHERE On Shelter Island, a beautiful island community on New York’s Eastern Long Island. HISTORY Back in the 1920s, it was considered a folly (similar to the history of our beloved Congress Hall!); not quite as large in its size compared to the other grand resorts that originated on Shelter Island. Now, it’s the last grand resort to remain. For nearly 100 summers, the Pridwin has played host to cocktail parties, cookouts, Fourth of July celebrations, and soirées of all sizes, each set before the sparkling waters of Crescent Beach. VIBE Nestled under a canopy of old-growth oak trees and skirted by a lawn dotted with Adirondack chairs, the Pridwin feels like a retreat from a lost era—and that’s because it is. Think cocktail parties on a sweeping porch, dining overlooking the beach, leisurely swims in the pool, and jumping right off the private dock into the sparkling waters of Long Island Sound. BEST FOR Families looking for an authentic Shelter Island resort experience. WHAT’S NEW? The Pridwin underwent a complete renovation, preparing it for another century of service to Shelter Island. From whimsical interiors to spacious new cottages, and excursions and activities for all ages—The Pridwin Hotel is a short jaunt from Manhattan, but feels like a world away. 86