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

SHELTER ISLAND'S BELOVED RESORT RETURNS

The Pridwin Hotel and Cottages is a classic American resort hotel that has been providing guests a unique experience on Shelter Island since 1927. The nearly 10-acre site on Crescent Beach was selected for its protected waters, gentle bay breezes, and for its breathtaking water views of the Peconic Bay.
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SPA DAY AT THE PRIDWIN

Indulge in relaxation with our Spa Day at the Pridwin package, featuring deluxe overnight accommodations and a credit to the new Pridwin Spa!


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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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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

deck seating at the Pridwin

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.

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.

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.

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

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:

Book the Pridwin Hotel & Cottages

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.

Spa Day at the Pridwin

Available Year Round

Indulge in relaxation with our Spa Day at the Pridwin package, featuring deluxe overnight accommodations and a credit to the new Pridwin Spa.

A refreshing atmosphere sets the stage for a spa experience quite unlike any other, with amenities including mens' and women's locker rooms, and a dry and wet sauna. Inspired by the healing properties of the water and the gentle rhythms of the Crescent Beach coastline, the Pridwin Spa is the ultimate relaxing retreat on Shelter Island.

Included in your Spa Day retreat:

  • Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
  • A $150 Credit to the new Pridwin Spa*
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*SPA: Available for overnight stays at the Pridwin Hotel and Cottage. Includes a $150 Credit for use for treatments and services the Pridwin Spa, per stay. No cash value.

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.

Escape Without a Car

Available October 1 through December 31, 2022

An effortless adventure to Shelter Island awaits with travel to The Pridwin Hotel & Cottages. Book our Escape Without a Car package and receive your tickets from Manhattan to Greenport on the Hampton Jitney, the ferry ride, and a chauffeured drive to the steps of the resort—all included in your stay.

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
  • Credit for Two Round Trip Tickets for the Hampton Jitney*
  • Credit for Two Round Trip Walk-On Tickets on the North Ferry**
  • Chauffeured Car Service from the North Ferry to the Pridwin
Book Your Stay

Promo Code: ESCAPE

ESCAPE: Subject to availability and change. Minimum length of stay requirements may apply. Cannot be applied to existing packages, specials or promotions.

*Credit for Two Tickets for the Hampton Jitney is a credit for round trip jitney service provided by Hampton Jitney, Inc. No cash value. To learn more about Hampton Jitney, click here.
**Credit for Two Walk-On Tickets on the North Ferry is a $4 credit for walk-on ferry service provided by North Ferry Company, Inc. No cash value. To learn more about the North Ferry, click here.

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 & Cottages

LONGER: 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.

A Shelter Island Thanksgiving

Available November 23 through 27, 2022

Celebrate the season of gratitude with a holiday weekend at The Pridwin. Book our Thanksgiving at the Pridwin package and enjoy welcome drinks upon arrival, a 3-course Thanksgiving feast, a daily mimosa bar, a turkey lunch and more.

Gather family and friends for a seasonal feast on the banks of the Peconic with festive cocktails, a 3-course Thanksgiving meal, a delicious turkey lunch, and entertainment for all ages from music, to ping pong, to football on the front lawn.

Included in this package:

  • Deluxe Overnight Accommodations at the Pridwin Hotel and Cottages
  • Welcome Drinks from the Crescent Bar upon arrival
  • 3-Course Thanksgiving Feast on the Terrace
  • A Daily Mimosa Bar
  • A Delicious Turkey Lunch
Book Your Stay

Promo Code: THANKSGIVING

THANKSGIVING: Subject to availability and change. Minimum length of stay requirements may apply. Cannot be applied to existing packages, specials or promotions. Package includes a $180 Food Credit for Thanksgiving Dinner, a $40 Drink Credit for Welcome Drinks, a $20 Drink Credit for daily Minosa Bar and a $40 Food Credit for Turkey Lunch. No cash value.

Christmas on the Peconic

Available December 23 through 26, 2022

Celebrate a classic American Christmas on Shelter Island with Christmas Eve milk and cookies, stockings hung with care, and an elegant 3-course Christmas dinner.

The Pridwin Hotel & Cottages will be dressed in garland, lights, and festive baubles. Holiday music and the smell of your favorite holiday dishes and desserts will fill the air, as you wake to sweeping water views and a personal stocking hung with care

  • Deluxe Accommodations at the Pridwin Hotel and Cottages
  • Christmas Dinner on the Terrace
  • Christmas Eve Dessert Buffet
Book Your Stay

Promo Code: CHRISTMAS

CHRISTMAS: Subject to availability and change. Minimum length of stay requirements may apply. Cannot be applied to existing packages, specials or promotions. Package includes a $40 Food Credit for Christmas Eve Dessert Buffet and a $190 Food Credit for Christmas Dinner. No cash value.

New Year's Eve Bash at the Pridwin

Available December 28, 2022 through January 1, 2023

Ring in the New Year with an all-inclusive New Year's Eve weekend at The Pridwin, featuring a festive cocktail and caviar hour, multi-course New Year's Eve Dinner, and an elegant New Year's Day Brunch.

Included in this Package:

  • Deluxe Accommodations at the Pridwin Hotel and Cottages
  • A Festive New Year's Eve Dinner for Two*
  • A Delicious New Year's Day Brunch

*We will host an Early Seating and a Late Seating for our New Year's Eve Dinner celebration. To reserve a hotel stay with your preferred seating time, please choose a link below.

Stay Overnight & Reserve Early Seating

Promo Code: NYEEARLY

Stay Overnight & Reserve Late Seating

Promo Code: NYELATE

Subject to availability and change. Minimum length of stay requirements may apply. Cannot be applied to existing packages, specials or promotions.

NYEEARLY: Package includes a $270 Food Credit for New Year's Eve Dinner, and a $100 Food Credit for New Year's Day Brunch.
NYELATE: Package includes a $330 Food Credit for New Year's Eve Dinner, and a $100 Food Credit for New Year's Day Brunch.

guest room at the Pridwin

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Join our Mailing List to learn more about the Pridwin Hotel and Cottages as we reopen.

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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:

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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press & media inquiries:

[email protected]