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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.
Explore the Pridwin
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.View Dining
The Pridwin Spa
We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.View Spa
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.View Lineup
Pridwin Resort Amenities
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.
The Pridwin Spa
We're excited to debut the beautiful new Pridwin Spa, offering a full menu of day spa treatments, services and massages.
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.
From sunup to sundown, we've prepared a jam-packed calendar of wholesome fun that the entire family will love.
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.
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.
Stay connected with complimentary high-speed WiFi, available in your guest room or anywhere on our beautiful grounds.
Packages & Special Offers
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 10-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
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 [email protected], 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
Promo Code: BREAKFAST
Book Your Stay
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.
View Our Travel Guide
Join Our Mailing List
Join our Mailing List to learn more about the Pridwin Hotel and Cottages.
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.Learn More
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.
DIRECTIONS FROM THE SOUTH FORK:
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.
DIRECTIONS FROM THE NORTH FORK:
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.
From Google Maps:
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