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The Pridwin Hotel and Cottages

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Stay at The Pridwin

Luxurious Rooms & Cottages

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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Hillside Room

Equal parts cozy and classic, our sunny south-facing Hillside Rooms feature one King bed and views of the greenery and cottages nestled around the Pridwin grounds.
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Waterview Room

Our Waterview Rooms feature one plush King-size bed and breathtaking views of Crescent Beach. Take in a sunset over Long Island Sound—all from the comfort of your guestroom.
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Corner Preferred Room

Spacious and filled with natural light, our Corner Preferred Rooms feature windows on two sides of the guest room, enabling gorgeous water views of Crescent Beach and Long Island sound.
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Terrace Room

Located on the ground floor of the hotel, our spacious Terrace rooms feature an outdoor deck with breathtaking views of Crescent Beach.
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Hickory Cottage

Our Hickory Cottages offer private studio-style accommodations with excellent water views overlooking Crescent Beach.
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Larch Cottage

Each Larch Cottage features a bedroom with a king-size bed, and a separate living room with a full-size sleeper sofa.
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Birch Cottage

Quaint and well-appointed, our Birch Cottages offer private pet-friendly studio-style accommodations.
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Red Oak Cottage

Our Red Oak Cottages combine the beauty of water views with the convenience and privacy of separate living rooms.
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White Oak Cottage

Our White Oak cottages feature living rooms with double-height ceilings and separate bedrooms.
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Caroline Cottage

Private and secluded, The Caroline Cottage offers house-style accommodations and views overlooking a wooded grove of trees.
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Fraser Cottage

Nestled amongst a wooded grove of trees, the Fraser Cottage offers private house-style accommodations.
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The Pridwin Hotel and Cottages

Resort Amenities

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.

  • Complimentary Continental Breakfast each morning
  • On-Property Dining
  • Fitness Center and Spa
  • Pool and Beach Service
  • Bicycles, Kayaks, Fishing, and Lawn Games
  • Live Music
  • Complimentary Parking

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The Pridwin Hotel and Cottages

Getting here is a breeze.

Reaching The Pridwin 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.

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We’re at your service.

Our Reservations Team is ready to assist you with planning the perfect getaway to Shelter Island.

Email: [email protected]
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Email [email protected] Call (844) 200-5001

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For all inquiries for meeting rooms, weddings or events over 10 persons, please fill out the form below.
Wedding | Request For Proposal

Wedding | Request For Proposal