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.
Reopening May 8, 2026
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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.
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.
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.
“The Classic Americana Getaway: Shelter Island”
—Vogue
A Season Shaped by Summer Rituals
The Art of Summer
Summers at The Pridwin are a timeless coastal escape. With endless opportunities for relaxation and adventure, step into a season shaped by summer rituals, where days unfold slowly and moments linger.
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.
Enhance Your Stay
Fred’s Folly Boat Cruises
Set out on an unforgettable adventure aboard Fred's Folly, our classic Pridwin boat, for an hour-long cruise around Shelter Island. Glide past the picturesque shoreline and enjoy stunning views as you make your way through the sparkling waters of the Peconic. Take in the charm of Dering Harbor, with its historic homes, bobbing sailboats, and timeless coastal beauty, all from the best seat in the house-on the water. Whether you're sipping a cool drink, snapping photos, or simply soaking up the sea breeze, a cruise on Fred's Folly is the perfect way to experience the island's maritime magic.
Boat Cruises are available for an additional fee. Please see the Front Desk to reserve.
Packages
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.
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 at The Pridwin
A long summer weekend at The Pridwin, culminating in a BBQ and the Shelter Island fireworks celebration on Saturday, July 11.
Dining on the Terrace
Join us for dinner at The Pridwin while taking in the beautiful views of Crescent Beach.
Summer Mondays at The Pridwin
Extend your weekend The Pridwin way, featuring a complimentary cruise on our boat, Fred’s Folly.
Pridwin Summer Vacation
Leisure awaits at The Pridwin this summer, complete with poolside cocktails and lunch, a curated Vacation® sunscreen kit, and more.
Pridwin Pup Retreat
Bring your four-legged family member on your Pridwin getaway and enjoy deluxe dog-friendly accommodations in a private Birch Cottage.
Book Ahead & Save
It pays off to plan ahead. Book a deluxe Pridwin Hotel and Cottage getaway ahead of time and save!
AAA & AARP Member Rate
Take advantage of our AAA & AARP savings and enjoy discounts off our daily rates.
Gather at The Pridwin
The Pridwin Hotel and Cottages offers an ideal setting for executive meetings, group retreats, and unforgettable weddings.
Our Stories
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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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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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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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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