Now Accepting
Reservations!


Learn More Booking starting July 15
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.
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Now Accepting Reservations

The Pridwin is excited to open reservations for Summer 2022.
We are currently taking reservation requests for June and early July dates.
Reservations starting July 15th can be made online by clicking the link below.
Call to Request: 1 (844) 200-5001 Book Starting July 15

The History




A Timeless Shelter Island Classic

Nestled under a canopy of old-growth oak trees and skirted by a lawn dotted with Adirondack chairs, the Pridwin feels like a retreat from a lost era—and that's because it is. Back in the 1920s, it was considered a folly; not quite as large in its size compared to the other grand resorts that originated on Shelter Island. Now, it's the last grand resort to remain. For nearly 100 summers, the resort has played host to cocktail parties, cookouts, Fourth of July celebrations, and soirées of all sizes, each set before the sparkling waters of Crescent Beach. It's the last of its kind, and a stalwart of the American pursuit of happiness.
Named after the shield (“Prid’win”) of the legendary Celtic hero, King Arthur, the Pridwin Hotel was built from 1924 to 1926 by an English concern named the Queens Company Ltd. After the Queens Company Ltd. ran out of money and defaulted on their payments, Francis Myers, one of the building contractors, acquired the property. He completed construction and opened for business in 1927, operating the business until his death in 1947.
Byron Nurse, who had been a former manager of the Biltmore Hotel in New York City, purchased the Pridwin and operated it until his death in 1951. His spouse, Lorraine Nurse, inherited the property and together with William Fraser, operated the hotel until it was purchased by the Frost, Mobius and Petry families in 1961.
Frederick and Mildred Frost had been guests of the hotel since 1930. They learned it was for sale while they were vacationing one Labor Day with their daughter and son-in-law (Richard Petry). The Petry’s continue to operate the Pridwin Hotel to this day.
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Rooms & Cottages


Guest Rooms Cottages View All
floor plan of Pridwin guest accommodations

Hillside Room

One King Bed

215 ft²

Equal parts cozy and classic, our sunny south-facing Hillside Rooms feature one King bed and views of the greenery and cottages nestled around the Pridwin grounds.

Book Now
floor plan of Pridwin guest accommodations

Waterview Room

One King Bed

215 ft²

Our Waterview Rooms feature one plush King-size bed and breathtaking views of Crescent Beach. Take in a sunset over Long Island Sound—all from the comfort of your guestroom.

Book Now
floor plan of Pridwin guest accommodations

Corner Preferred Room

One King Bed | Queen Sleeper Sofa

230 ft²

Spacious and filled with natural light, our Corner Preferred Rooms feature windows on two sides of the guest room, enabling gorgeous water views of Crescent Beach and Long Island sound. Each Corner Preferred Room is furnished with one King-size bed, as well as a Queen sleeper sofa.

Book Now
floor plan of Pridwin guest accommodations

Terrace Room

One King Bed | Queen Sleeper Sofa

230 ft²

Located on the ground floor of the hotel, our spacious Terrace rooms feature an outdoor deck with breathtaking views of Crescent Beach. Each Terrace Room is furnished with one King-size bed, as well as a Queen sleeper sofa.

Book Now
floor plan of Pridwin guest accommodations

Birch Cottage

Studio-Style Cottages | One Bedroom | Dog Friendly

529 ft² (interior and deck)

Quaint and well-appointed, our Birch Cottages offer private pet-friendly studio-style accommodations. Each Birch Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Hickory Cottage

Studio-Style Cottages | One Bedroom

620 ft² (interior and deck)

Our Hickory Cottages offer private studio-style accommodations with excellent water views overlooking Crescent Beach. Each Hickory Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck.

Book Now
floor plan of Pridwin guest accommodations

Larch Cottage

Studio-Style Cottages | One Bedroom

645 ft² (interior and deck)

Our Larch Cottages are perfect for families and groups looking for more space to relax. Each Larch Cottage features a bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a kitchenette, a gas fireplace and a private deck with partial water views overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Red Oak Cottage

Studio-Style Cottages | One Bedroom

860 ft² (interior and deck)

Our Red Oak cottages sport excellent water views overlooking Crescent Beach and Shelter Island Sound. Each Red Oak Cottage features a bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a kitchenette, a gas fireplace and a private deck.

Book Now
floor plan of Pridwin guest accommodations

White Oak Cottage

Lofted Cottages | Two Bedrooms

1120 ft² (interior and deck)

Spacious and well-appointed, our White Oak cottages feature living rooms with double-height ceilings, a bedroom with King bed, a Full-size sleeper sofa, a lofted second-floor bedroom and bathroom, a kitchenette, a gas fireplace and a private deck overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Caroline Cottage

Multi-Room House | One Bedroom

930 ft² (interior and deck)

Private and secluded, The Caroline Cottage offers private house-style accommodations and views overlooking a wooded grove of trees. The Caroline Cottage features bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a gas fireplace and a kitchenette with an apartment-size refrigerator.

Book Now
floor plan of Pridwin guest accommodations

Frasier Cottage

Multi-Room House | Two Bedrooms

1289 ft² (interior and deck)

Nestled amongst a wooded grove of trees, the Frasier Cottage offers private house-style accommodations. This two-bedroom, two-bathroom cottage features a kitchenette with an apartment-size refrigerator, spacious living accommodations and a gas fireplace.

Book Now
floor plan of Pridwin guest accommodations

Hillside Room

One King Bed

215 ft²

Equal parts cozy and classic, our sunny south-facing Hillside Rooms feature one King bed and views of the greenery and cottages nestled around the Pridwin grounds.

Book Now
floor plan of Pridwin guest accommodations

Waterview Room

One King Bed

215 ft²

Our Waterview Rooms feature one plush King-size bed and breathtaking views of Crescent Beach. Take in a sunset over Long Island Sound—all from the comfort of your guestroom.

Book Now
floor plan of Pridwin guest accommodations

Corner Preferred Room

One King Bed | Queen Sleeper Sofa

230 ft²

Spacious and filled with natural light, our Corner Preferred Rooms feature windows on two sides of the guest room, enabling gorgeous water views of Crescent Beach and Long Island sound. Each Corner Preferred Room is furnished with one King-size bed, as well as a Queen sleeper sofa.

Book Now
floor plan of Pridwin guest accommodations

Terrace Room

One King Bed | Queen Sleeper Sofa

230 ft²

Located on the ground floor of the hotel, our spacious Terrace rooms feature an outdoor deck with breathtaking views of Crescent Beach. Each Terrace Room is furnished with one King-size bed, as well as a Queen sleeper sofa.

Book Now
floor plan of Pridwin guest accommodations

Birch Cottage

Studio-Style Cottages | One Bedroom | Dog Friendly

529 ft² (interior and deck)

Quaint and well-appointed, our Birch Cottages offer private pet-friendly studio-style accommodations. Each Birch Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Hickory Cottage

Studio-Style Cottages | One Bedroom

620 ft² (interior and deck)

Our Hickory Cottages offer private studio-style accommodations with excellent water views overlooking Crescent Beach. Each Hickory Cottage features a kitchenette, a Full-size sleeper sofa, a gas fireplace and a private deck.

Book Now
floor plan of Pridwin guest accommodations

Larch Cottage

Studio-Style Cottages | One Bedroom

645 ft² (interior and deck)

Our Larch Cottages are perfect for families and groups looking for more space to relax. Each Larch Cottage features a bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a kitchenette, a gas fireplace and a private deck with partial water views overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Red Oak Cottage

Studio-Style Cottages | One Bedroom

860 ft² (interior and deck)

Our Red Oak cottages sport excellent water views overlooking Crescent Beach and Shelter Island Sound. Each Red Oak Cottage features a bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a kitchenette, a gas fireplace and a private deck.

Book Now
floor plan of Pridwin guest accommodations

White Oak Cottage

Lofted Cottages | Two Bedrooms

1120 ft² (interior and deck)

Spacious and well-appointed, our White Oak cottages feature living rooms with double-height ceilings, a bedroom with King bed, a Full-size sleeper sofa, a lofted second-floor bedroom and bathroom, a kitchenette, a gas fireplace and a private deck overlooking Crescent Beach.

Book Now
floor plan of Pridwin guest accommodations

Frasier Cottage

Multi-Room House | Two Bedrooms

1289 ft² (interior and deck)

Nestled amongst a wooded grove of trees, the Frasier Cottage offers private house-style accommodations. This two-bedroom, two-bathroom cottage features a kitchenette with an apartment-size refrigerator, spacious living accommodations and a gas fireplace.

Book Now
floor plan of Pridwin guest accommodations

Caroline Cottage

Multi-Room House | One Bedroom

930 ft² (interior and deck)

Private and secluded, The Caroline Cottage offers private house-style accommodations and views overlooking a wooded grove of trees. The Caroline Cottage features bedroom with a King-size bed, a separate living room with a Full-size sleeper sofa, a gas fireplace and a kitchenette with an apartment-size refrigerator.

Book Now

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

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.

graphic of a paper boat

father and son holding binoculars

Guest Activities

The Pridwin stay will be accented by family activities and programs from sunup to sundown—all designed to make new memories with the ones you love.

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watercolors tennis court with racquet and tennis balls sailboat on water on a sunny day archery




Exquisite New Dining

at the Pridwin

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.
The bar at the Pridwin will be renamed the Crescent Bar, a nod to the Pridwin's panoramic view of Crescent Beach. Throughout the Pridwin, our American menu will offer the finest of Shelter Island’s bounty; our cocktails will be refined classics; and our curated wine list will present venerable vineyards—from around Long Island and around the world.
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sea spa


A LUXURIOUS NEW SPA

The new Sea Spa will introduce a whole new level of relaxation to the Pridwin experience. A full-service day spa, the Sea Spa will feature simple pleasures and healthy indulgences that are always cheerful, uplifting and inspiring. Treatments will be inspired by the gentle rhythms and healing properties of the sea, and will incorporate products using ingredients sourced from our very own Beach Plum Farm in West Cape May, New Jersey.
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A promise to
preserve what you love

pridwin cocktailpridwin lawnpridwin deck dining
For over thirty years, the Cape Resorts family has created destination properties that are classically American, celebrating simple pleasures, excellent service and comfortable design. By applying local knowledge and respecting established traditions, the Cape team has succeeded in creating places to which guests return again and again.
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Employment Opportunities

Join us for an In-Person or Virtual Job Fair, where you can learn about career opportunities at on Shelter Island.
Learn More


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Corporate Group Inquiries

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81 SHORE ROAD,
SHELTER ISLAND, NY
11964-2009

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.

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.

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]