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The Pridwin Hotel & Cottages

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Rooms & Cottages

At the Pridwin

The Pridwin’s accommodations provide true Shelter Island luxury. Inside our historic hotel, each guest room features nautical accents throughout—a nod to the Pridwin’s location perched on a rise overlooking Crescent Beach. For guests looking for a little more elbow room, The Pridwin Cottages offer a spacious and private stay, complete with private decks, living areas and gas fireplaces.

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Birch Cottage

Quaint and well-appointed, our Birch Cottages offer private pet-friendly studio-style accommodations. Each Birch Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck overlooking Crescent Beach.
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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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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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Fraser Cottage

Nestled amongst a wooded grove of trees, the Fraser Cottage offers private house-style accommodations
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Hickory Cottage

Our Hickory Cottages offer private studio-style accommodations with excellent water views overlooking Crescent Beach. Each Hickory Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck.
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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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Larch Cottage

Our Larch Cottages are perfect for families and groups looking for more space to relax.
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Red Oak Cottage

Our Red Oak cottages sport excellent water views overlooking Crescent Beach and Shelter Island Sound. Each Red Oak Cottage features a bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a kitchenette, and a private deck.
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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. Each Terrace room is furnished with one King-size bed.
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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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White Oak Cottage

Spacious and well-appointed, our White Oak cottages feature living rooms with double-height ceilings, a bedroom with King bed, a Queen-sized sleeper sofa, a lofted second-floor bedroom with Queen bed and bathroom.
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We'll get you here

By car. By train. By Jitney. By seaplane. No matter your method of transportation to Shelter Island, we'll help you plan your travel to The Pridwin every step of the way.


View Our Travel Guide
 
View Our Travel Guide

Pridwin Resort Amenities

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Seasonal stand up paddle board use is included in your stay as an overnight Pridwin guest.

Complimentary Paddle Boards

Set out on a stand up paddle board during your Pridwin stay. The calm bay current surrounding Shelter Island make this activity a breeze.
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Use of The Pridwin Tennis Court is included in your stay as an overnight Pridwin guest.

Tennis & Pickle Ball Court

Get in the swing of things on The Pridwin’s court, available for games of both tennis and pickle ball. We’ll equip you with complimentary equipment upon request.
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Seasonal guest activities are included in your stay as an overnight Pridwin guest

Guest Activities

From live entertainment to s’mores on the lawn, The Pridwin features a classic roster of all-American summer fun.
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Spa amenities include men's and women's locker rooms and a dry and wet sauna.

The Pridwin Spa

Indulge in a spa day at the luxurious Pridwin Spa, offering a full menu of treatments, services and massages.
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Email [email protected] Call (844) 200-5001

Request Information

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