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The Pridwin Hotel & Cottages

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Accommodations

At the Pridwin

The Pridwin offers true Shelter Island luxury. Guest rooms in our historic hotel feature nautical touches, reflecting its perch above Crescent Beach. For more space and privacy, our Cottages sport private decks, living areas, and gas fireplaces.

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Bedrooms

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A Bathroom With A Mirror And Sink
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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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A Bedroom With A Bed And A Chair
A Bathroom With A Large Mirror
A Bedroom With A Bed And A Television
A Bathroom With A Sink And A Mirror

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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A Bedroom With A Bed And A Tv
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A Lamp And A Bed
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A Bathroom With A Mirror And Sink
A Drawing On A Board
Bicycles Parked On A Sidewalk
A Pool With Umbrellas And Chairs

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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A Room With A Door And A Lamp And A Deck With Trees
A Bed With White Sheets And Pillows
A Bathroom With A Sink And A Mirror
A Bedroom With A Bed And Chairs
A Tree Next To A Body Of Water
Bicycles Parked On A Sidewalk

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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A Living Room With A Fireplace
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A Deck With Chairs And Tables On It By A Body Of Water

Hickory Cottage

Our Hickory Cottages offer private studio-style accommodations with excellent water views overlooking Crescent Beach.
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A Room With A Table And Chairs
A Bedroom With A Bed And A Tv
A Living Room With A Fireplace

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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A White House With A Green Door
A Living Room With A Fireplace
A Kitchen With A Couch And A Table
A Living Room With A Fireplace
A Deck With Chairs And A Table
A Bathroom With A Mirror And Sink
A Tree With Pink Flowers Next To A Body Of Water
Bicycles Parked On A Sidewalk

Birch Cottage

Quaint and well-appointed, our Birch Cottages offer private pet-friendly studio-style accommodations.
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A Living Room With A Fireplace
A Bathroom With A Mirror And Sink
A Bed In A Bedroom
A Deck With Chairs And Trees By A Body Of Water

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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A House With A Small Patio
A Bed With White Sheets
A Living Room With A Couch And A Table
A Living Room With A Couch And A Table
A Bed In A Room
A Bathroom With A Shower Unit And Toilet
A Deck With Chairs And A House In The Background
Bicycles Parked On A Sidewalk

White Oak Cottage

Our White Oak cottages feature living rooms with double-height ceilings and separate bedrooms.
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A Kitchen With A Shelf With Flags
A Living Room With A Couch And A Table
A Bed With A Lamp And A Lamp On The Side
A Living Room With A Fireplace
A Green Couch With Pillows
A Bathroom With A Large Mirror
A Brown Bag On A Wall
Bicycles Parked On A Sidewalk
A Fire Pit With Chairs Around It

Caroline Cottage

Private and secluded, The Caroline Cottage offers house-style accommodations and views overlooking a wooded grove of trees.
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A Living Room With A Couch And A Coffee Table
A Table With Chairs And A Lamp
A Living Room With A Green Chair
A Living Room With A Couch And Chairs
A Room With A Table And A Vase With Flowers And Flags
A Bed With A White Bed Spread
A Bedroom With Two Beds
Bicycles Parked On A Sidewalk

Fraser Cottage

Nestled amongst a wooded grove of trees, the Fraser Cottage offers private house-style accommodations.
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Included in Your Stay

Bicycles Parked On A Sidewalk
Guest Activities
Saturday, May 10, 2025
7:00 AM - 8:00 PM

Guest Bicycles

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A Person Holding A Tennis Racket
Guest Activities
Saturday, May 10, 2025
7:00 AM - 8:00 PM

Tennis & Pickleball

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A Person Standing On A Lawn Near A Body Of Water
Guest Activities
Saturday, May 10, 2025
8:00 AM - 8:00 PM

Cornhole

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A Cart With Baseball Bats And Balls
Guest Activities
Saturday, May 10, 2025
8:00 AM - 8:00 PM

Croquet

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A Group Of Chickens In A Fenced In Yard
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10:00 AM - 11:00 PM

Chicken Class with Chef Todd

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A Woman Sitting On A Dock
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8:00 AM - 9:00 AM

Rise and Revive: Dynamic Movement Stretch Class

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A Man In A Canoe On A Lake
Guest Activities
Friday, May 23, 2025
10:00 AM - 8:00 PM

Kayaks & Paddle Boards

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A Silhouette Of A Boy Fishing
Guest Activities
Friday, May 23, 2025
8:00 AM - 8:00 PM

Fishing

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8:00 AM - 8:00 PM

Yoga on the Lawn

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A Group Of People Sitting On The Ground Watching A Television
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8:30 PM - 10:00 PM

Monday Night Movie in the Nook

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Hands On A Keyboard
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8:00 AM - 8:00 PM

Mahjong Mondays

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A Group Of Kitchen Utensils
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1:00 PM - 3:00 PM

Art in the Grove

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A Pizza On A Grill
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10:00 AM - 11:00 PM

Chefs in Training with Chef Todd

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A Carrot On A Grill
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1:00 PM - 2:00 PM

Culinary Gardening

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A Group Of Shells
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10:00 AM - 11:00 AM

Shell Hunt & Craft

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A Man And Woman Walking Down A Sidewalk
The Concierge Desk

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.


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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