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.
Boat Cruises on Fred’s Folly
Wednesday BBQs on the Lawn
ONDA Beauty at The Pridwin Spa
Pickleball, Paddle Boards & More
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 incredible water views intertwine at this historic Shelter Island resort. Unwind in elegant rooms or private cottages, rejuvenate at The Pridwin Spa, and savor cuisine with stunning sunset 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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While You’re Here
As the first flowers bloom, plan a trip out East to The Pridwin. Here, the season starts fresh with a host of thoughtful touches and beloved traditions. From quiet paths to creative endeavors, each day unfolds with opportunities to reconnect with the season, with the landscape, and with yourself.
Summer at The Pridwin is waterfront Americana at its best. Mornings begin with coffee on lawn and the distant hum of sailboats setting off. Afternoons stretch into golden hours by the pool, or a lazy kayak paddle on the water. Evenings bring BBQs on the lawn, live music on porch, and the soft flicker of lanterns as the sunset slips into night.
Every fall weekend at The Pridwin celebrates crisp coastal air, vibrant foliage, and curated events to create the perfect East End getaway. Stays feature a lineup of complimentary activities like s'mores, kayaking, and movies in the Grove, as well as local experiences like wine tastings with our favorite regional vineyards.
Pridwin Packages
Hello, Pridwin! Save up to 15%
The Pridwin is your passport to American magic that feels a world away. Book your stay and save up to 15% with this exclusive offer.
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.
Wednesday Night BBQ Package
Join us for a beloved Pridwin BBQ on the lawn, featuring an elevated all-you-can eat cookout menu.
Sip, Spa, Surrender
Sip, spa, and surrender to Shelter Island serenity at The Pridwin, where you’ll enjoy spa treatments and a trip to Macari Vineyards.
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.
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.
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.
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.
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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