Now Open!
The Pridwin Hotel and Cottages is now open for its 96th season on Shelter Island!
We invite you to reserve your stay with us, and we hope to welcome you soon.
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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.
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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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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.
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.
The Fitness Center
Our Fitness Center's cardio and strength-training equipment is perfect for all workout levels. Enjoy complimentary use throughout your stay.
Watersports
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.
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.
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.
High-Speed Wifi
Stay connected with complimentary high-speed WiFi, available in your guest room or anywhere on our beautiful grounds.
Packages & Special Offers
Independence Weekend at the Pridwin
Available Friday, July 7 through Sunday, July 9, 2023
Join us for an Independence Weekend extravaganza at the Pridwin, culminating with the Shelter Island Fireworks on Saturday, July 8th!
No one loves celebrating the 4th as much as we do, especially with a location like ours, inviting all who arrive to soak in the summer and enjoy life's simple pleasures. If fireworks, BBQs and picnics are your thing, join us at The Pridwin on July 8th for an all-American Shelter Island celebration. With a spectacular vista, directly on the water, your view for the fireworks will be unlike any other. Our delicious All-American Picnic BBQ will be served from 5:00pm - 9:00pm on that Saturday, with an a la carte beverage menu, come celebrate with us and take in all that classic American summer has to offer.
Included in this package:
- Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
- Two Tickets to our All-American Picnic on the Lawn—the perfect spot to view the Shelter Island Fireworks
Reservations Available Soon
We're preparing the ultimate Fourth of July celebration on Shelter Island! Sign up for our newsletter, and we'll email you the minute reservations are available for this patriotic celebration.
Sign Up for NotificationsDirty Dancing Weekend at the Pridwin
Friday, September 8 through Sunday, September 10, 2023
The ultimate Dirty Dancing-themed weekend, featuring themed events, trivia and so much more!
We hear it all the time. Our guests walk into the Pridwin Lobby, and immediately, they say something to the effect of "this reminds me of a movie." For some, identifying the exact film takes the weekend. For others, it's instantaneous: the white wood exterior; the playful nostaligia; the summer camp feel... The Pridwin is just like Dirty Dancing—with a Shelter Island twist!
Join us and soak in feelings of nostalgia with our Dirty Dancing Package as we bid farewell to summer before our fall season officially starts. Come spend the last days of summer with us as we give a nod to one of our favorite movies and catch phrases (you know, the one about baby and a corner). We’ll be serving Happy Hour Trivia, a Dirty Dancing screening, She's Like the Wind sunset cruise and themed events that will make you feel like you're the one floating above Patrick Swayze.
Included in this package:
- Welcome Cocktails for Two, to help you get in the rhythm
- A Record Player, playing the Dirty Dancing soundtrack, waiting for you in your guest room as you arrive (and yours to take home with you!)
- Dirty Dancing Happy Hour Trivia, featuring themed cocktails and light bites
- A Screening of Dirty Dancing, featuring light snacks
- A Guest Lecture in the Grove, featuring none other that Eleanor Bergstein—the screenwriter of Dirty Dancing!
- She's Like the Wind Sunset Boat Cruise
- A Full American Breakfast in the Terrace on Saturday Morning
- A BBQ Buffet Dinner on the Pridwin Lawn
- "I've Had the Time of My Life" Farewell Brunch on Sunday Morning
Reservations Available Soon
Sign up for our newsletter, and we'll email you the minute reservations are available for this special getaway.
Sign Up for NotificationsDon't Fear the Ferry
Available Year Round
An effortless adventure to Shelter Island awaits with travel to The Pridwin Hotel & Cottages. Book our Don't Fear the Ferry package and receive your tickets from Manhattan to Greenport on the Hampton Jitney, the ferry ride, and dinner at the Pridwin's Terrace restaurant!
Escape for a long weekend of rest and relaxation, departing from either 83rd Street or 41st Street in Manhattan, to the North Ferry in Greenport, and a chauffeur to the steps of The Pridwin. Worry free travel and water views are calling.
Included in this package:
- Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
- Two Round Trip Tickets for the Hampton Jitney*
- Two Round Trip Walk-On Tickets on the North Ferry**
- Dinner in the Terrace Restaurant
For Personalized Service Please Call 844-200-5001
Book Your StayPromo Code: ESCAPE
Home Office from Here
Available Year Round
Office from the Pridwin with an inspiring remote work getaway. This Remote Work package includes breakfast daily, healthy snacks and a picnic lunched delivered to your room or workspace.
Escape the office and extend your weekend on Shelter Island when you work remote from the banks of the Peconic. A variety of inspiring nooks and comfortable alcoves with beautiful views of the sound are available. Package includes breakfast daily, healthy snacks and a picnic lunch delivered to your room or workspace.
This Remote Work package includes:
- Deluxe Overnight Guestroom or Cottage Accommodations at the Pridwin
- Daily Lunch Credit*
- Complimentary High-Speed WiFi Connection
- Daily Housekeeping
- Use of Complimentary Pridwin Bicycles
- Complimentary Use of the Pridwin Fitness Center
- Access to all Pridwin Resort Amenities
Promo Code: REMOTE
*REMOTE: Available for stays at the Pridwin Hotel and Cottages.
Subject to availability and change. Minimum length of stay restrictions may apply. Packages and special offers not applicable to groups or existing reservations. Tax and gratuity not included.
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
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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.
Learn Moreit’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:
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.
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