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.
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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.
There are two beautiful ways to arrive. Getting here is part of the pleasure.
Guests may arrive via the North Fork, where quieter roads pass farms, vineyards, and favorite stops for relaxed waterfront dining. Travel through the South Fork, pairing the Sag Harbor ferry with time to explore the Hamptons. Consider shopping in the Hamptons or lingering over restaurants and classic ice cream in Sag Harbor. Whichever route you choose, the journey feels like the beginning of your stay.
Our Reservations Team is ready to assist you with planning the perfect getaway to Shelter Island.
