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

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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Pridwin Guest Rooms

Hillside Room

One King Bed

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

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

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

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.

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Pridwin Cottages

Birch Cottage

Studio-Style Cottages | Dog Friendly

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

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

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

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

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

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

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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Explore the Pridwin

food dishes on a table

Dining at the Pridwin

Helmed by Executive Chef Todd Ruiz, this Pridwin’s waterfront Terrace restaurant and Crescent Bar serve classic All-American cuisine and cocktails with an emphasis on local Long Island flavor.
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The Pridwin Spa

Featuring treatment rooms overlooking the water, the full-service Pridwin Spa is a haven of healthy indulgence, utilizing products from notable makers like OSEA Malibu.
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Guest Activities

Bicycle rides, kayaking, flower-picking, egg harvesting, tennis, pickle ball, boardgames in The Nook, sunset cruises, Moke™ rides to Mashomack Preserve, and so much more!
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Pridwin Resort Amenities

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.

Complimentary towels, chairs and umbrellas by the pool are included in your stay as an overnight Pridwin guest.

woman practicing yoga on the lawn of the Pridwin Hotel

Morning Yoga

Recharge with a morning yoga session on The Pridwin's beautiful lawn. Our tree-lined campus creates the perfect setting to relax and reconnect with mind and body.

Seasonal yoga classes are included in your stay as an overnight Pridwin guest.

Guest Bicycles

Take a trip into town on one of The Pridwin's complimentary bicycles. Many of Shelter Island's incredible boutiques and natural wonders are an easy ride away!

Seasonal bicycle use is included in your stay as an overnight Pridwin guest.

Complimentary Kayaks

Explore Shelter Island’s expansive waterways by kayak, offering a completely unique perspective of this beautiful destination. Our fleet of single and double kayaks are ready for adventure.

Seasonal kayak use is included in your stay as an overnight Pridwin guest.

Complimentary Paddle Boards

Set out on a stand up paddle board during your Pridwin stay. The calm bay current surrounding Shelter Island make this activity a breeze.

Seasonal stand up paddle board use is included in your stay as an overnight Pridwin guest.

woman serving a pickle ball on a court

Tennis & Pickle Ball Court

Get in the swing of things on The Pridwin’s court, available for games of both tennis and pickle ball. We’ll equip you with complimentary equipment upon request.

Use of The Pridwin Tennis Court is included in your stay as an overnight Pridwin guest.

woman playing cornhole

Guest Activities

From live entertainment to s’mores on the lawn, The Pridwin features a classic roster of all-American summer fun. To view the lineup, click here.

Seasonal guest activities are included in your stay as an overnight Pridwin guest.

The Pridwin Spa

Indulge in a spa day at the luxurious Pridwin Spa, offering a full menu of treatments, services and massages. Spa amenities include men's and women's locker rooms and a dry and wet sauna.

To view The Pridwin Spa menu, click here.

exercise room equipment

Fitness Center

Enjoy complimentary use of our Fitness Center throughout your Pridwin stay, featuring cardio and strength-training equipment ideal for all workout styles.

Fitness center access is included in your stay as an overnight Pridwin guest.

Moke electric vehicle parked out front of a beach

Pridwin Moke™ Rentals

The Pridwin is proud to partner with Moke™ to offer a fleet of open-air vehicles for rent on your vacation. These street-legal, low speed electric vehicles are perfect for exploring Shelter Island in style.

Seasonal Moke™ rentals are available during your Pridwin stay.

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.

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.

guest room at the Pridwin

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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:

Marketing@CapeResorts.com