The Pridwin Hotel and Cottages

The Pridwin Hotel and Cottages is a classic American resort hotel that has been providing guests a unique experience on Shelter Island since 1927. Located just a five-minute ferry ride from The Hamptons, luxurious amenities and waterfront views intertwine at this incredible Shelter Island property. Unwind in elegant rooms or private cottages, rejuvenate at The Spa, and savor cuisine with stunning water views at The Terrace.

The Pridwin's 33 rooms and 16 cottages blend the resort's original 1920s charm with fresh, playful details like bold wallpapers, antique wicker, and vibrant fabrics. Private studio and two-bedroom cottages evoke a summer-camp feel, offering relaxed, refined stays with stunning Peconic Bay views.

Each morning at The Pridwin begins with a complimentary continental breakfast featuring an omelette station, fresh pastries, seasonal fruit, cereals, yogurt, coffee, and seasonal accompaniments. On-property dining options include The Terrace, where fresh seafood and seasonal ingredients meet stunning water views. The iconic Crescent Bar serves a range of classic cocktails and new twists, while the Osprey Nest bar offers poolside bites and refreshments. From casual lunches to elegant dinners, every meal at The Pridwin captures the relaxed charm of Shelter Island dining. Guests are also welcome to savor the flavors of The Pridwin from the comfort of their room with our convenient room service. Whether it's afternoon snacks or dinner a private cottage deck, guests can enjoy chef-prepared meals delivered right to their door for a truly indulgent experience.

The Pridwin Hotel and Cottages elevates the island retreat experience with luxurious amenities, including a heated waterfront pool, full‑service spa, and wellness center. Guests enjoy tennis and pickleball courts, curated lawn games, bikes, fishing, kayaks, paddleboards, and concierge services—crafting an indulgent yet effortlessly relaxed Shelter Island escape.

Travel to The Pridwin is a breeze. Reaching hotel is part of the experience—an effortless journey to a world apart. A scenic drive leads to the Shelter Island Ferry; a brief, charming crossing that feels more like a prelude to escape than transit. In minutes, guests arrive at our tranquil, luxurious waterfront retreat.