The Pridwin ... is a timeless classic, a piece of America that many thought had faded—authentic, tradition-rich, even magical.”
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. Back in the 1920s, it was considered a folly; 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 resort 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. It's the last of its kind, and a stalwart of the American pursuit of happiness.