The Pridwin Hotel & Cottages

Stay Dates & Guests

Fireworks In The Sky
July 4-12:
Independence Week at The Pridwin
A Person With A Beard
This summer:
ONDA Beauty at The Pridwin Spa
This summer:
Pickleball, Paddle Boards & More
A Group Of Tables And Chairs Next To A Body Of Water
This summer:
Wednesday BBQs on the Lawn
This summer:
Daily Family Adventures

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.

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A Group Of Tables And Chairs Next To A Body Of Water
A Park With A Body Of Water In The Background
A Group Of People In A Canoe On A Lake
A Group Of Tables And Chairs Next To A Body Of Water
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.

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A Park With A Body Of Water In The Background
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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.

Rooms & Cottages

The Pridwin offers 33 well-appointed guest rooms and 16 private cottages set atop nearly 10 scenic acres overlooking Crescent Beach.

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A Man Playing Tennis
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A Ping Pong Table In A Room With Green Walls
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.

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Pridwin Packages

A Day of Wellness at The Pridwin with CorePlay and Serves by L.A.

Join us for a sun-drenched day of movement, courtside energy, and poolside indulgence—Shelter Island style.

Summer Mondays at The Pridwin

Extend your weekend The Pridwin way, featuring a complimentary cruise on our boat, Fred’s Folly.

Independence Week at The Pridwin

A week-long summer celebration at The Pridwin—culminating with the Shelter Island Fireworks on July 12.

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.

ONDA Beauty at The Pridwin

The Pridwin is thrilled to partner with ONDA Beauty to bring bespoke facials to Shelter Island this summer.

Lunch at The Pridwin

Lunch on us—with a view that can't be beat. Choose your table on The Terrace for an afternoon of waterfront dining.

Wednesday Night BBQ Package

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

The Classic American Family Vacation

Plan the ultimate family getaway at The Pridwin with an extended midweek stay this summer.

A Summer Week at The Pridwin

Make The Pridwin yours for a week-long cottage stay this summer.

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.

Pridwin Spa Retreat

Escape to Shelter Island to enjoy a luxurious spa day at The Pridwin.

Fall Weekends at The Pridwin

A magic golden glow every weekend this fall. Daily traditions await, delicious dining invites, and new events pepper in excitement.

Fall Sunday Suppers: Overnight Package

Stay overnight for a Sunday Supper at The Pridwin—a new autumn tradition featuring themed menus from Chef Todd Ruiz.

Masquerade Ball: Overnight Package

Stay overnight for our Masquerade Ball—the ultimate Halloweekend party at The Pridwin.

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.

Extend Your Stay & Save

On Shelter Island, an extra day makes all the difference. Extend your Pridwin stay a little longer and save.

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.

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.
A Table Full Of Plates Of Food
A Group Of Colorful Drinks
A Table With Plates And Glasses On It
A Table Full Of Plates Of Food
A Group Of Colorful Drinks
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.

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Upcoming Events at The Pridwin

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Special Events
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4:00 PM - 6:00 PM

Oysters & Bubbles

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5:00 PM - 9:00 PM

Wednesday Night BBQs

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Special Events
Saturday, July 12, 2025
5:00 PM - 9:30 PM

Family BBQ & Fireworks Extravaganza

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Dinner Series
Thursday, August 21, 2025
6:00 PM - 8:00 PM

Summer Harvest Dinner

A Table With Food And Drinks On It By A Tree And A Body Of Water
Dinner Series
Monday, September 1, 2025
5:30 PM - 9:00 PM

Labor Day BBQ

A Wedding Ceremony On A Beach
Dinner Series
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5:00 PM - 8:30 PM

Sunday Suppers at The Pridwin

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Special Events
Friday, October 31, 2025
8:00 PM - 12:00 AM

Masquerade Ball at The Pridwin

Gather at The Pridwin

The Pridwin Hotel and Cottages offers an ideal setting for executive meetings, group retreats, and unforgettable weddings.

Our Stories

Pridwin History Culture

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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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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Let's Be Social

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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