Most Frequent Searches

The Pridwin Hotel & Cottages

Stay Dates & Guests

A Room With A Couch And A Lamp
A House With A Tree In The Front

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.

Select Room Type

Bedrooms

Views

A Bathroom With A Mirror And Sink
A Living Room With A Fireplace
A Living Room With A Fireplace
A White House With A Green Door
A Kitchen With A Couch And A Table
Diagram
A Deck With Chairs And A Table

Birch Cottage

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.
Discover
Book
A Bed With A Lamp And A Lamp On The Side
A Diagram Of A House
A Kitchen With A Shelf With Flags
A Green Couch With Pillows
A Room With A Couch And A Lamp
A Living Room With A Fireplace

Caroline Cottage

Private and secluded, The Caroline Cottage offers house-style accommodations and views overlooking a wooded grove of trees.
Discover
Book
A Living Room With A Couch And Chairs
A Room With A Table And A Vase With Flowers And Flags
A Bedroom With Two Beds
A Bed With A White Bed Spread
A House With A Green Field

Fraser Cottage

Nestled amongst a wooded grove of trees, the Fraser Cottage offers private house-style accommodations
Discover
Book
A Bed In A Room
A Bathroom With A Mirror And Sink
Graphical User Interface
A Living Room With A Fireplace
A Table And Chairs On A Deck

Hickory Cottage

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.
Discover
Book
A Pool With Umbrellas And Chairs
A Living Room With A Fireplace
A House With A Green Background
A Bedroom With A Bed And A Tv
A House With A Tree In The Front
A Room With A Table And Chairs

Larch Cottage

Our Larch Cottages are perfect for families and groups looking for more space to relax.
Discover
Book
Diagram
A Bed In A Bedroom
A Deck With Chairs And Trees By A Body Of Water
A Living Room With A Fireplace
A Bathroom With A Mirror And Sink

Red Oak Cottage

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.
Discover
Book
Graphical User Interface
A Bed With White Sheets
A Living Room With A Couch And A Table
A Living Room With A Couch And A Table
A House With A Small Patio
A Bed In A Room
A Bathroom With A Shower Unit And Toilet
A Deck With Chairs And A House In The Background

White Oak Cottage

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.
Discover
Book
No rooms available for these filters.
Compare Rooms
Email Reservations@CapeResorts.com Call (844) 200-5001

Request Information

For all inquiries for meeting rooms, weddings or events over 10 persons, please fill out the form below.
Wedding | Request For Proposal

Wedding | Request For Proposal

Reopening Friday, May 9, 2025

We invite you to reserve your 2025 stay by clicking the link below.

Book Your Stay