81 SHORE ROAD, SHELTER ISLAND, NY 11964-20091 (844) 200-5001


The Pridwin Hotel and Cottages is a classic American resort hotel that has been offering welcoming hospitality on Shelter Island since 1927. The nearly 8 acre site on Crescent Beach was selected for its refreshing breezes and breathtaking water views of the Peconic Bay. The Pridwin has just completed a two year top-to-bottom renovation by Cape Resorts and The Petry family; maintaining it's classic, timeless traditions, while seamlessly integrating luxury amenities, service and programming for all generations. The Pridwin is now a tradition restored. We look forward to welcoming you.
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Reopening May 10, 2024

The Pridwin Hotel and Cottages has closed for the season, and will reopen on Friday, May 10, 2024.
We invite you to reserve your 2024 stay by clicking the links below.
Book Online Call: 1 (844) 200-5001

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A Timeless Shelter Island Classic

If you've visited the Pridwin before, you understand the magic. Lapping waves of a sandy beach transition to sweeping green lawns speckled with white Adirondack chairs. The hotel itself is a dream: the white-painted wood facade, grand interior spaces and sweeping water-view verandas. Plus, just a few steps away, you'll find an enclave of cottages nestled in the trees.
The charm of this beloved resort hasn't changed—but it has been enhanced. Authentic, whimsical and almost cinematic in its appeal, the Pridwin will spark pure joy the moment you arrive.
Every space has been refreshed with new color and creative twists that will delight guests new and old. Exciting experiences like a full-service spa and complimentary kayaking will take your breath away. New activities from sunup to sundown will entertain all ages. And new seasonal celebrations will build traditions with the people you love most.
So, come cannonball off the dock into the sparking waters of Crescent Beach. We can't wait to welcome you back to our slice of Shelter Island.
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Explore the Pridwin

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Dining at the Pridwin

The Pridwin's new Terrace restaurant and Crescent Bar lounge serve classic All-American cocktails and cuisine—with a few twists thrown in.
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The Pridwin Spa

We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.
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Activities & Events

From bicycles to boardgames, island hikes and more! Kids and kids-at-heart will love an exciting roster of Pridwin activities from sunup to sundown.
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Pridwin Resort Amenities

pridwin hotel pool lounge chairs

Pool Service

Take a dip in our beautiful water-view pool, perched with a breathtaking view over Crescent Beach. Pool Attendants will be on-hand with complimentary towels, as well as menus for cocktails and light bites.

woman practicing yoga on the lawn of the Pridwin Hotel

Wellness Classes

The Pridwin's bucolic campus creates the perfect setting to relax and recharge. Enjoy complimentary Yoga on the Lawn, or join in a complimentary tennis clinic led by our professional instructors.

The Pridwin Spa

We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.

exercise room equipment

The Fitness Center

Our Fitness Center's cardio and strength-training equipment is perfect for all workout levels. Enjoy complimentary use throughout your stay.


Spend some time on the water! Set out on a kayak or stand-up paddleboard and explore Shelter Island from a whole new perspective.

Family Activities

From sunup to sundown, we've prepared a jam-packed calendar of wholesome fun that the entire family will love.

pridwin hotel guest room bed

Daily Housekeeping

Our Housekeeping Team will refresh your room every day if you'd like, replacing linens and using enhanced cleaning protocols to ensure your space is spotless.

tennis racquet and ball

The Tennis Court

Practice your backhand on our private tennis court, yours to use any time during your stay. Complimentary tennis racquets and balls are available by request.

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High-Speed Wifi

Stay connected with complimentary high-speed WiFi, available in your guest room or anywhere on our beautiful grounds.

Packages & Special Offers

Spring Impression Art Retreat at The Pridwin

Available Friday, May 10 through Monday, May 13, 2024

Join us on Shelter Island for a getaway filled with infinite inspiration. We're pleased to partner with The New York Academy of Art to offer Impression art retreats in the beautiful waterfront setting of The Pridwin.

Set overlooking the Peconic Bay on the Pridwin's beautiful tree-lined campus, this three-day plein air landscape drawing and painting workshop will offer personalized, one-on-one instruction for both beginners and experienced artists.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin
  • A Welcome Dinner on the Friday night of your arrival
  • Guided Classes and Working Seminars on Saturday and Sunday afternoon, led by New York Academy of Art instructors
  • A Finale Dinner on Sunday evening
  • Working Lunches on Saturday and Sunday afternoons
  • Breakfast at The Terrace each morning of your stay

Reservations Available Soon

Reservations will be available in the coming weeks for our Impression experience. To learn more, pease subscribe to our newsletter.

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Murder Mystery Weekend at The Pridwin

Available Friday, May 17 through Sunday, May 19, 2024

This May, Murder Mystery fun returns to the Pridwin Hotel! Reservations will be available soon for this exciting weekend on Shelter Island.

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Reservations will be available soon for this exciting weekend of Murder Mystery fun. Please click here to join our newsletter for updates.

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We'll Get You Here

Hampton Jitney Package

Available Year Round

An effortless adventure to Shelter Island awaits! Includes two round-trip tickets on the Hampton Jitney—and your ferry fare on the North Ferry.

We've partnered with our friends at the Hampton Jitney to create the ultimate in car-free travel from New York City, departing from either 83rd Street or 41st Street in Manhattan to the North Ferry Terminal in Greenport. From there, stroll on to the North Ferry for the quick 8-minute ride. (We'll cover your tickets—just bring cash with you!) Then, when you're on the boat, send us a text—and our Pridwin Chauffuer will zip down to the dock to pick you up.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
  • Two Round-Trip Tickets on the Hampton Jitney*
  • Credit for Two Round-Trip Walk-On Tickets on the North Ferry*
  • Chauffeured Car Service from the North Ferry dock to the Pridwin, and back again
Book Your Stay

Promo Code: ESCAPE

For personalized reservations assistance, please call us toll-free at 844-200-5001.

Have any questions about your travel, or need some help to plan? We're at your service. Text us at (631) 888-9421 or email us at Concierge@Pridwin.com, and we'll be happy to assist.

*Terms and conditions apply. See the Pridwin Reservations Website for complete details.

Breakfast at the Pridwin

Available Year Round

Enjoy daily breakfast at the Pridwin's Terrace restaurant each morning of your stay!

Relaxation should be simple. And at the Pridwin, we've crafted the perfect escape that starts your morning in the best of ways. A delicious plated breakfast, served in the incredible atmosphere of the Pridwin's Terrace restaurant, starts every day of your stay off strong. So, rise, shine and relax—and leave the rest to us!

Included in this package:

  • Deluxe Overnight Accommodations
  • Daily Breakfast at the Pridwin's Terrace restaurant
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guest room at the Pridwin


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We'll get you here.

By car. By train. By Jitney. By seaplane. No matter your method of transportation to Shelter Island, we'll help you plan your travel to The Pridwin every step of the way.

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Employment Opportunities

The Pridwin is hiring! Join us for an In-Person or Virtual Job Fair, where you can learn about career opportunities at on Shelter Island.
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it’s easy to find us

Shelter Island is easily accessible by car ferry. The North Ferry departs from Greenport, NY and the South Ferry from North Haven, NY.


Ferry service to Shelter Island is available from both the North Fork via Greenport and the South Fork via Sag Harbor. There are no reservations. Traffic is boarded on a first-come, first-serve basis. Cars and bicycles pay on board. Both ferries are cash only. For ferry schedules, visit NorthFerry.com and SouthFerry.com.


Take the Long Island Expressway (I-495) to Sunrise Highway. Sunrise Highway (Route 27) turns into County Road 39. North onto Sandy Hollow Road (Exit 8) to North Sea Road. Then to Noyac Road; left at traffic circle onto Long Beach Road (turns into Route 114 at traffic circle). Take Route 114 to South Ferry.


Take the Long Island Expressway to end. Continue straight (Route 58). Follow signs to Greenport (Route 25). Once in Greenport, look for signs to North Ferry or Route 114.

Valet Parking is provided. Please pull up in front of the hotel and an attendant will assist you with your luggage and car.

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