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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 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.
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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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The Terrace & Crescent Bar

Classic American cuisine, paired with Crescent Beach views.

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The Pridwin Spa

A beautiful new Spa experience inspired by the gentle tide.

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Pridwin Events

From live music, to exciting new seasonal celebrations.

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Pridwin Resort Amenities

Complimentary Breakfast

Delicious pastries, fluffy pancakes and more! Enjoy daily complimentary breakfast on The Terrace when you stay overnight.

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.


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.

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.

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.

man using a tablet

High-Speed Wifi

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

Packages & Special Offers

Dinner at the Pridwin

Available Year-Round

Perched overlooking Crescent Beach, the Pridwin pairs classic and farm-fresh American fair with exquisite sunset water views. Book our Dinner at the Pridwin package to enjoy dinner in our Restaurant, as well as deluxe overnight accommodations.

We're thrilled to introduce exciting new dining experiences to the Pridwin. Our classic restaurant overlooking the bay will be fully reappointed to provide a cozy and elegant dining experience. Our broad deck is the perfect spot for outdoor dining with timeless views, and a selection of private dining rooms allows guests to celebrate memorable life events in style.

Included in this package:

  • Deluxe Overnight Accommodations
  • Dinner in the Pridwin Restaurant ($100 Pridwin Dining Credit)
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DINNER: Dinner is a $100 dinner dining credit in the Pridwin Restaurant, per stay. Food and beverage charges must be charged to your guest room to be applied. No cash value. Package cannot be applied to existing reservations, packages, or promotions. See the Reservations Website for full details.

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

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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.

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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 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 and


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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press & media inquiries:

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