The Pridwin Hotel and Cottages

Stay Dates & Guests

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A Perfect Day on Shelter Island

Interior Designer Colleen Bashaw’s Guide to Staying at The Pridwin

When we redesigned The Pridwin, our intention was simple: honor its storied past while making it feel effortless for today. We preserved original wicker pieces from the Petry family era and layered them with classic rattan, sun-washed textures, spirited fabrics, and thoughtful color stories that reflect the ease of island life. The result is a space where nostalgia meets modern coastal living, welcoming, layered, and meant to be enjoyed.

As someone who travels often, sometimes with my husband, sometimes with my grown children, and sometimes for a much-needed girls’ escape, I’m always drawn to places that feel timeless, thoughtful, and quietly special. The Pridwin was designed to be exactly that.

A Living Room With A Fireplace
“When we redesigned The Pridwin, our intention was simple: honor its storied past while making it feel effortless for today.”
A Couple Of Women In White Dresses
A Person Sitting At A Table
A Car Parked Outside A Store
Morning

Wake up at The Pridwin

Enjoy coffee on the porch with views of the water and a gentle breeze—an ideal start to the day.

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Take a Morning Walk or Bike Ride

Explore Ram Island—take the Pridwin Moke or bike around Coecles Harbor for stunning coastal scenery and historic homes.

Late Breakfast or Early Lunch at Marie Eiffel Market

Grab a sandwich on freshly baked bread and an iced coffee overlooking the marina. Watch boats glide in and out of Dering Harbor.

A Bed With A Lamp And Pillows
Midday

Beaches & On-the-Water Experiences

Beach Time at Wade’s Beach

Family-friendly with calm waters and a wide sandy shoreline—perfect for a swim or a quiet read.

Kayak or Paddleboard from Shell Beach

A little off the beaten path and well worth it, with crystal-clear waters and quiet coves.

Stay Close to it all — Reserve a Room

A Group Of White And Black Umbrellas On A Beach
Afternoon

Exploring Shelter Island

Treasure Hunt in Shelter Island Heights

Browse charming boutiques and antique shops—don’t miss Marika’s Eclectic Boutique or local markets for unique finds.

Visit Sylvester Manor Educational Farm

Tour the gardens or walk the trails. This former provisioning plantation is now a beautiful, thought-provoking space devoted to sustainability and culture.

Discover Sylvester Manor

Stop by White Oak Wine Garden

A tucked-away gem offering local wine in a relaxed garden setting.

Discover White Oak Wine Garden

A Living Room With A Green Couch And A Table With A Vase Of Flowers
A Large House With A Lawn In Front Of It
A Van Parked On The Side Of A Road Next To A Body Of Water

“I’m always drawn to places that feel timeless, thoughtful, and quietly special. The Pridwin was designed to be exactly that.”

—Colleen Bashaw

A Man Standing On A Balcony
A Group Of Women On A Boat
A Person Sitting On A Railing Overlooking A Body Of Water
A Table With Food And A Painting
A Fire Pit With Chairs Around It
Map
A Park With A Body Of Water In The Background
Evening

Back at The Pridwin

Sunset Sail or Boat Ride

Book a private charter or join a group cruise to catch golden hour on the water—absolutely unforgettable.

Dinner at The Pridwin’s Dining Room

Enjoy a seasonal, coastal-inspired menu at The Terrace or in the classic dining room, followed by a nightcap under the stars.

Reserve Dinner at The Pridwin

S’mores on the Lawn at The Pridwin

There’s nowhere more beautiful than under the twinkle lights on the front lawn.

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A Boat On The Water

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