Discover The Pridwin Hotel and Cottages, a historic beach resort that has welcomed generations of guests on Shelter Island for nearly 100 years. After a top-to-bottom 2022 renovation, The Pridwin is now a tradition restored.
Luxurious amenities and waterfront views intertwine at this incredible Shelter Island property, located between the North and South Forks of the Hamptons. Unwind in elegant rooms or private cottages, rejuvenate at The Spa, and savor cuisine with stunning water views at The Terrace.
The Pridwin offers 33 well-appointed guest rooms and 16 private cottages set atop nearly 10 scenic acres overlooking Crescent Beach.
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. There’s a host of experiences to enjoy—from kayaking and paddle boarding, to pickle ball, croquet, and tennis. Hike scenic Mashomack Preserve, and explore the island at your leisure by bike or Moke™. Plus, you’ll love thoughtful touches like a deluxe Continental Breakfast each morning of your stay, rounding out the ultimate Hamptons escape on Long Island’s East End.
As spring blooms in Shelter Island, The Pridwin’s season begins. The expansive lawn turns a vibrant green, dotted with wildflowers and framed by budding trees, while the tranquil waters of Peconic Bay reflect the warmth of longer days. Guests can enjoy peaceful walks along the shoreline, fresh-air dining with seasonal fare, and the return of outdoor adventures like kayaking and biking.
There’s a certain kind of summer that lives only in memory—crisp linen sheets after sun-drenched afternoons, the scent of salt air carried on a bay breeze, Adirondack chairs on lush green grass besides blooming hydrangeas. At The Pridwin, that summer still exists.
Mornings begin with coffee on lawn and the distant hum of sailboats setting off. Afternoons stretch into golden hours by the pool, or a lazy kayak paddle on the water. Evenings bring BBQs on the lawn, live music on porch, and the soft flicker of lanterns as the sunset slips into night.
As The Pridwin readies for a new season during its annual Winter Refresh, the planning begins! We invite you to reserve your next season’s stay ahead—and to consider staying at one of our sister Cape Resorts properties for a cold-weather hibernation warmup.
Take your seat on The Terrace, the Pridwin's magnificent water-view restaurant and bar. Indoor seating spills out to the deck, where each seat commands spectacular views over Crescent Beach. True to Pridwin tradition, this reimagined restaurant serves classic Long Island food and drink—with a focus on high-quality ingredients sourced from local farms and makers.
The Pridwin Hotel and Cottages offers an ideal setting for executive meetings, group retreats, and unforgettable weddings.
