Hotel Please
Search hotels & cities Get the app
The Pridwin Hotel & Cottages

Shelter Island, New York

The Pridwin Hotel & Cottages

Nostalgic waterfront hideaway

Shelter Island, New York

Renovated

2022

Price

$$$

Outside the door

Nostalgic waterfront hideaway

Lawn games, vintage wicker, and saltwater breezes set an easygoing summer rhythm across ten waterfront acres overlooking Peconic Bay.

The Pridwin Hotel & Cottages
“The Pridwin has bottled up the clean-scrubbed charm of the American northeast coast and placed it against the scenic, waterfront views of Shelter Island.”
— Wallpaper* 

Where it shines

Our shorthand ↗
Resort

Remarkable

Ten waterfront acres on Crescent Beach featuring private moorings, tennis courts, heated pool, and complimentary paddleboards.

Design

Notable

Playful coastal interiors mixing Josef Frank wallpaper, Pierre Frey textiles, vintage nautical pieces, and green banquettes.

Classic

Notable

Operating since 1927, anchored by the beloved Wednesday night lawn cookout tradition established over sixty years ago.

Our shorthand ›
The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages

What they say

Michelin Selected

Michelin

Also in Condé Nast Traveler and Wallpaper*.

its 49 rooms and 16 outlying cottages have been thoroughly renovated, resulting in an aesthetic that marries the most desirable aspects of its 1920s founding and the elegant simplicity of the boutique-hotel era.
— Michelin 
The Pridwin Hotel & Cottages

Tucked away

A place apart: the property is the destination.

On a waterfront hillside overlooking Crescent Beach, a ferry ride across Shelter Island Sound.

The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages

The rooms

Main House rooms offer breezy coastal tones, while standalone hillside cottages feature wood-burning fireplaces, kitchenettes, and private decks over Crescent Beach.

The Pridwin Hotel & Cottages, rooms
The Pridwin Hotel & Cottages, rooms
The Pridwin Hotel & Cottages, rooms

The pool

Bring a swimsuit.

White loungers and parasols ring the heated outdoor pool, looking straight out over Crescent Beach and the bay.

The Pridwin Hotel & Cottages, the pool
The Pridwin Hotel & Cottages, the pool

The spa

Treatment rooms look toward the water, accompanied by a dry sauna, a tiled steam room, and a hammam.

The Pridwin Hotel & Cottages, the spa
The Pridwin Hotel & Cottages, the spa

Restaurant

The Terrace

French doors open to an outdoor dining deck serving East End seafood and local oysters over Peconic Bay.

The Pridwin Hotel & Cottages, the terrace
The Pridwin Hotel & Cottages, the terrace
Playful nostalgia is the leitmotif in the Pridwin’s new look: old signboards, ship models, and wicker furniture linger, but exuberant textiles... also bring a touch of modern whimsy.
— Condé Nast Traveler 

At the table

Bartenders mix drinks at the outdoor bar, and Wednesday nights bring summer cookouts with live music across the lawn.

The Pridwin Hotel & Cottages, at the table

How it began

The Pridwin Hotel & Cottages, how it began

Welcoming guests since 1927, the property has been family-run by the Petrys since 1961 before its complete modern restoration.

The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages
The Pridwin Hotel & Cottages

Stay here

The Pridwin Hotel & Cottages

See rooms and prices on Expedia or Booking.com.

Check prices on Expedia Check prices on Booking.com

We may earn a commission when you book through Expedia or Booking.com. It never decides which hotels we include or how we rate them.

The hotel's own website

The app

Like this one? There are so many more.

Swipe any city’s hotels and heart the ones you love. The app gets your taste.

Get Hotel Please Free on iPhone

Our shorthand

How we rate hotels.

The medals

Gold

Extremely rare. Sets the global standard.

Silver

Brilliant execution. And we’re picky.

Bronze

They did this well. You’ll notice.

Listed

A defining trait. Makes the hotel what it is.

The eight vibes

Design

Built around a vision. Even the door handles have a designer.

Luxe

Cared for at every turn. The bath is drawn before you ask.

Local

It could only be here. You wake up knowing where you are.

Social

Where the city goes out. The bar is full and the night is young.

Heritage

A building with a story. Once a palace, a monastery, a station.

Wellness

You leave feeling new. Rest, sweat, soak and sleep like a stone.

Classic

The city grew up with it. Same rituals, same regulars, same bar.

Resort

A world of its own. Something to do from breakfast to nightcap.

The scene

Lively

Where things happen: restaurants, shops, people.

Central

Well-located: walkable to some things, a short ride to more.

Quiet

Away from the crowds. Getting around takes intention.

Secluded

A place apart: the property is the destination.

Your passport

Stamp the hotels you’ve stayed in.

Every stay becomes a stamp in your passport and a pin on your map, ready to add to your story.

Scan with your iPhone camera

Free on iPhone

Get Hotel Please

Free on iPhone

Open The Pridwin Hotel & Cottages in the app

Your likes

Keep the hotels you like.

Save a hotel the second you hear about it, before you have any excuse to go.

Scan with your iPhone camera

Free on iPhone

Get Hotel Please

Free on iPhone

Open The Pridwin Hotel & Cottages in the app

Find a room

The Pridwin Hotel & Cottages

Book with

We may earn a commission when you book through Expedia or Booking.com. It never decides which hotels we include or how we rate them.

Or book here with Hotel Please per night

      See rooms and book

      Secure checkout. Confirmation by email.

      No rooms with us these nights

      Other nights may open up, or the sites above may still have rooms.

      The hotel's own website

      Check prices

      The Pridwin Hotel & Cottages

      Compare prices on

      We may earn a commission when you book through Expedia or Booking.com. It never decides which hotels we include or how we rate them.