The Pridwin Hotel and Cottages

Stay Dates & Guests

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Shelter Island Tradition since 1927

Discover The Pridwin Hotel and Cottages, a historic beach resort that has welcomed generations of guests on Shelter Island for nearly 100 years.

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Call us to reserve your stay

From choosing the right cottage for your family to timing your stay around the moments that matter most, our team is here to guide you. A quick conversation can ensure every detail feels just right—before you even arrive.

Call: (844) 200-5001

The classic American retreat.

Located on ten waterfront acres on Shelter Island, just a five-minute ferry from both the North and South Fork, The Pridwin is a beautifully restored coastal retreat rooted in tradition and charming interiors.

Plan Your Stay

A Board Game With A Few Pieces
A Man And Woman Walking On A Dock
A Pool With Chairs Around It
A Board Game With A Few Pieces
A Man And Woman Walking On A Dock
Discover The Pridwin

On the shores of Crescent Beach...

Light-filled rooms and cottages open onto an expansive campus of pool and lawns that meet Crescent Beach and Peconic Bay, creating a setting that feels both elevated and effortlessly relaxed. Here, days unfold slowly—on the courts, by the water, at the spa, or gathered at sunset. A spirited escape, thoughtfully renewed, where the beauty of the island and the comfort of a storied hotel come together in simple, unforgettable moments.

Rooms & Cottages

A Pool With Chairs Around It
A Sign On The Side Of A Road

“The Classic Americana Getaway: Shelter Island”
—Vogue

Experience The Pridwin

A world of activities at your fingertips.

Sitting on ten acres of wooded grounds lining Crescent Beach, the Pridwin's bucolic campus makes it the perfect hub for classic outdoor fun. Kids and kids-at-heart will love the wide open space, as well as a host of rousing activities from sunup to sundown—all set amongst the classic American charm of our Shelter Island resort.

Discover Experiences

A Bench Sits Unoccupied
A Person Playing A Board Game
A Sign Above A Fireplace

Packages

Cyber Offer: Save up to 40%

Plan your next getaway and save up to 40% on stays through 2027 at The Pridwin Hotel and Cottages.

Mother’s Day Weekend

Treat the special women in your life to an effortless and relaxing escape, featuring flowers, a delicious brunch, and fun all weekend long.

Intention: Balance

This spring, restore your sense of balance at The Pridwin with a retreat that invites you to slow down, reconnect, and renew.

Wednesday Night BBQ Package

Join us for a beloved Pridwin BBQ on the lawn, featuring an elevated all-you-can eat cookout menu.

Independence Celebration

A long summer weekend at The Pridwin, culminating in a BBQ and the Shelter Island fireworks celebration on Saturday, July 10.

Shelter Island Seafood Fête: VIP Package

Spend Labor Day weekend on Shelter Island with VIP Tickets to our first annual Seafood Fête: Endless Summer Celebration!

The Perfect Fall Weekend

Make The Pridwin your fall tradition, featuring themed experiences, exceptional dining, and thoughtful moments designed to inspire.

Dining on the Terrace

Join us for dinner at The Pridwin while taking in the beautiful views of Crescent Beach.

Pridwin Spa Retreat

Escape to Shelter Island to enjoy a luxurious spa day at The Pridwin, featuring bespoke treatments from Tammy Fender Holistic Skin Care.

Book Ahead & Save

Book a deluxe Pridwin Hotel and Cottage getaway ahead of time and save.

Our Stories

Cape Resorts Culture

Designing The Connection

For Colleen Bashaw, the best hotels are the ones people instantly settle into. As Executive Director of Design at Cape Resorts, she oversees the interiors across the company’s properties...
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Pridwin History

Where Time Has Stood Still

Named after the shield (“Prid’win”) of the legendary Celtic hero, King Arthur, the Pridwin Hotel was built from 1924 to 1926 by an English concern named the Queens Company Ltd.
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Pridwin History Food & Drink

A Tradition Returns

“A friend approached me while I was out to dinner one night,” says Glenn Petry, co-owner and chief nostalgia officer of The Pridwin. “She told me: You have to bring back the cookouts..."
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Pridwin Itinerary

A Perfect Day on Shelter Island

Discover a perfect day on Shelter Island—from waterfront mornings at The Pridwin Hotel to beach afternoons and sunset dinners. Plan your stay and reserve dinner today.
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Pridwin Activities Itinerary

A Travel Guide to Shelter Island by Jillian Eversole

Shelter Island surprised me at every turn, and here’s why you should visit. This intro makes it sound like I’d never been to Shelter Island before but, in fact, I’ve popped over for dinner...
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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