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.
Rooms
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Pridwin
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Dining at the Pridwin
The Pridwin's all-new Terrace restaurant and Crescent Bar lounge serve classic All-American cocktails and cuisine.
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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
Kids and kids-at-heart will love an exciting roster of Pridwin activities from sunup to sundown.
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Continental Breakfast
Enjoy a delicious Continental Breakfast on The Terrace each morning of your stay.
Daily Continental Breakfast is included in your stay as a Pridwin guest.
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
Shelter Island Staycation
Available through December 31, 2022
A vibrant destination is only a short ferry ride away. Cruise over to Shelter Island's idyllic Pridwin Hotel for a few days of adventure, frivolity and sunset dining on the banks of Crescent Beach. Boat fare and dinner for two at The Terrace are included in your stay.
Included in your stay:
- Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
- $150 Dining Credit at the Terrace
- $40 Credit for the North or South Ferry to Shelter Island
STAY: Dining Credit is a $150 food and beverage credit for use at the Terrace at the Pridwin. Credit must be signed to your guest room to be applied. No cash value.
Stay Longer & Save
Book Six Nights, get the Seventh Night Free!
Make the East End your home-away-from-home! The relaxed elegance of our waterfront resorts makes the ideal backdrop for East End living. Get your seventh night free when you book an extended stay at Baron's Cove or the Pridwin Hotel and Cottages.
Choose to stay in the relaxed harborside ambiance of Baron's Cove, a quiet Hamptons haven located just a short walk from Sag Harbor's Main Street. Or, choose to stay at the newly-renovated Pridwin Hotel and Cottages, a beautiful 10-acre resort located right on the sparkling waters of the East End's Crescent Beach. From the Hamptons to Shelter Island; wherever you choose, our All-American resorts provide the ultimate work-from-home retreat or extended city escape.
Included in your Extended Stay:
- Daily Housekeeping
- Complimentary WiFi
- Access to all Resort Amenities
Book Now
Book Baron's Cove Book the Pridwin Hotel & CottagesLONGER: Offer is based on availability and is subject to change. Lowest nightly rate will be adjusted at check-out. Early check-outs are considered cancellations and will be charged in full. Cannot be applied to existing reservations. See the Reservations Website for complete details.
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Join our Mailing List to learn more about the Pridwin Hotel and Cottages as we reopen.
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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