Rooms & Cottages

At the Pridwin

The Pridwin’s accommodations provide true Shelter Island luxury. Inside our historic hotel, each guest room features nautical accents throughout—a nod to the Pridwin’s location perched on a rise overlooking Crescent Beach. For guests looking for a little more elbow room, The Pridwin Cottages offer a spacious and private stay, complete with private decks, living areas and gas fireplaces.
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Featured Package:

Intention Wellness Retreats

Escape with this autumn with Intention, all-inclusive wellness retreats at The Pridwin. These escapes center on fresh air, fresh cuisine, and mindful activities—all in the beautiful settings of our waterfront resort.


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Featured Package:

Murder Mystery Weekend

The Pridwin is thrilled to host its first-ever Murder Mystery Weekend! Spend a two-night stay with us and watch the mystery unfold as you experience three days filled with riddles, clues and a whodunit that will keep you guessing until the very end..


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Pridwin Guest Rooms

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.

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pridwin waterview room

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.

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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.

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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.

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Pridwin Cottages

Birch Cottage

Studio-Style Cottages | 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.

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Hickory Cottage

Studio-Style Cottages

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.

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Larch Cottage

One-Bedroom Cottages

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.

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Red Oak Cottage

One-Bedroom Cottages

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, and a private deck.

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White Oak Cottage

Two-Bedroom Lofted Cottages

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.

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The Caroline Cottage at The Pridwin The Caroline Cottage at The Pridwin The Caroline Cottage at The Pridwin The Caroline Cottage at The Pridwin The Caroline Cottage at The Pridwin The Caroline Cottage at The Pridwin

Caroline Cottage

One-Bedroom Cottage

930 ft² (interior and deck)

Private and secluded, The Caroline Cottage offers 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.

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Photos of the Fraser Cottage at The Pridwin Photos of the Fraser Cottage at The Pridwin Photos of the Fraser Cottage at The Pridwin Photos of the Fraser Cottage at The Pridwin Photos of the Fraser Cottage at The Pridwin

Fraser Cottage

Two-Bedroom Cottage

1,289 ft² (interior and deck)

Nestled amongst a wooded grove of trees, the Fraser 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.

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We'll get you here.

By car. By train. By Jitney. By seaplane. No matter your method of transportation to Shelter Island, we'll help you plan your travel to The Pridwin every step of the way.


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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:

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