A 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.
Independence Week at The Pridwin
Pickleball, Paddle Boards & More
Wednesday BBQs on the Lawn
Daily Family Adventures
Discover The Pridwin
Nestled between the Hamptons, The Pridwin feels a world away.
Located just a five-minute ferry ride from The Hamptons, luxurious amenities and waterfront views intertwine at this incredible Shelter Island property. Unwind in elegant rooms or private cottages, rejuvenate at The Spa, and savor cuisine with stunning water views at The Terrace.
Rooms & Cottages
The Pridwin offers 33 well-appointed guest rooms and 16 private cottages set atop nearly 10 scenic acres overlooking Crescent Beach.
Guest Rooms
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.
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Private Cottages
The Pridwin Cottages offer a spacious and private stay, complete with private decks, living areas and gas fireplaces.
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Plan Your Stay
While You’re Here
Nestled under a canopy of old-growth oak trees and skirted by a lawn dotted with Adirondack chairs, The Pridwin feels like a retreat from a lost era—and that’s because it is. There’s a host of experiences to enjoy—from kayaking and paddle boarding, to pickle ball, croquet, and tennis. Hike scenic Mashomack Preserve, and explore the island at your leisure by bike or Moke™. Plus, you’ll love thoughtful touches like a deluxe Continental Breakfast each morning of your stay, rounding out the ultimate Hamptons escape on Long Island’s East End.
Explore our Seasons
As spring blooms in Shelter Island, The Pridwin’s season begins. The expansive lawn turns a vibrant green, dotted with wildflowers and framed by budding trees, while the tranquil waters of Peconic Bay reflect the warmth of longer days. Guests can enjoy peaceful walks along the shoreline, fresh-air dining with seasonal fare, and the return of outdoor adventures like kayaking and biking.
There’s a certain kind of summer that lives only in memory—crisp linen sheets after sun-drenched afternoons, the scent of salt air carried on a bay breeze, Adirondack chairs on lush green grass besides blooming hydrangeas. At The Pridwin, that summer still exists.
There’s a host of experiences to enjoy—from kayaking and paddle boarding, to pickle ball, croquet, and tennis. Hike scenic Mashomack Preserve, and explore the island at your leisure by bike or Moke™. Plus, you’ll love thoughtful touches like a deluxe Continental Breakfast each morning of your stay, rounding out the ultimate Hamptons escape on Long Island’s East End.
Join us at The Pridwin for Fall Fest, a celebration of all things autumn. Bring the whole family for a weekend filled with classic fall activities like pumpkin painting, sack races, and live music.
As The Pridwin readies for a new season during its annual Winter Refresh, the planning begins! We invite you to reserve your next season’s stay ahead—and to consider staying at one of our sister Cape Resorts properties for a cold-weather hibernation warmup.
Pridwin Packages
Wednesday Night BBQ Package
Join us for a beloved Pridwin BBQ on the lawn, featuring an elevated all-you-can eat cookout menu.
Summer Tastes: Midweek Dinner Offer
A midweek escape at The Pridwin, accented deliciously by dinner for two—on us!
Magic Hour Boat Cruise Package
Set out for a cruise on our boat, Fred’s Folly, with a bottle of rosé and two Lobster Rolls.
Independence Week at The Pridwin
A week-long summer celebration at The Pridwin—culminating with the Shelter Island Fireworks on July 12.
Extend Your Stay & Save
On Shelter Island, an extra day makes all the difference. Extend your Pridwin stay a little longer and save.
The Classic American Family Vacation
Plan the ultimate family getaway at The Pridwin with an extended midweek stay this summer.
Summer Mondays at The Pridwin
Extend your weekend The Pridwin way, featuring a complimentary cruise on our boat, Fred’s Folly.
Girls’ Getaway at Macari Vineyards
Grab your crew for a getaway to The Pridwin, where you’ll enjoy spa treatments and a trip to Macari Vineyards.
Dinner on the Terrace
Join us for dinner at The Pridwin while taking in the beautiful views of Crescent Beach.
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.
Explore The Pridwin
The Pridwin Spa
A full-appointed spa featuring a hammam, sauna, relaxation room, and mens’ and women’s locker rooms.
Pool & Beach Service
Enjoy complimentary chairs, towels, and umbrellas, a delicious food and cocktail menu, and expert service.
Getting to The Pridwin
Planes, trains, automobiles—and a quick ferry ride! Travel to The Pridwin is easy using a variety of transportation methods.
The Pridwin is thrilled to partner with ONDA Beauty to bring bespoke facials to Shelter Island this summer, ranging from 30 to 90-minute treatments. Click here to learn more.
Resort Amenities
Amenities
Complimentary Continental Breakfast
Deluxe Continental Breakfast is a cornerstone of The Pridwin guest experience. Enjoy fresh selections served each morning by our Crescent Bar.
Amenities
Seasonal Pool & Beach Service
In season, guests of The Pridwin are welcome to enjoy complimentary chairs, towels, and umbrellas by the hotel’s heated outdoor pool, which commands stunning views of Crescent Beach. Plus, when the tide is right, we’ll be glad to set you up on the sand of the private beach directly in front of the resort.
Amenities
Complimentary Guest Bicycles
Explore Shelter Island by bike! The Pridwin’s fleet of complimentary guest bicycles are available on a first-come, first-served basis.
Amenities
Complimentary Guest Activities
Every Pridwin Hotel and Cottage getaway features complimentary guest activities, hosted either at our beautiful hotel, or at our sister property Baron’s Cove in Sag Harbor.
Dining at The Pridwin
The Terrace & Crescent Bar
Take your seat on The Terrace, the Pridwin's magnificent water-view restaurant and bar. Indoor seating spills out to the deck, where each seat commands spectacular views over Crescent Beach. True to Pridwin tradition, this reimagined restaurant serves classic Long Island food and drink—with a focus on high-quality ingredients sourced from local farms and makers.
Upcoming Events at The Pridwin
Special Events
Special Events
Special Events
Dinner Series
Dinner Series
Special Events
Gather at The Pridwin
The Pridwin Hotel and Cottages offers an ideal setting for executive meetings, group retreats, and unforgettable weddings.
Weddings
The Pridwin provides a stunning venue for your wedding and reception. From a custom dining menu to on-site coordination, our team will work personally with you to achieve your vision.
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Meetings
The Pridwin's beautiful campus fosters the perfect environment for organic and authentic team-building opportunities.
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Our Stories
Why After the Fourth?
In this article, we chat with Glenn Petry to recall the history of the Shelter Island Fireworks, and ask the question: why after the Fourth?
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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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