The Pridwin Hotel & Cottages

Stay Dates & Guests

People Playing In The Water

Classic American Summer at The Pridwin

Available Summer 2025

The Pridwin Hotel and Cottages

There’s a certain kind of summer that lives only in memory—crisp linen sheets after sun-drenched afternoons, the scent of salt air carried on a bay breeze, Adirondack chairs on lush green grass besides blooming hydrangeas. At The Pridwin, that summer still exists.

There’s a certain kind of summer that lives only in memory—crisp linen sheets after sun-drenched afternoons, the scent of salt air carried on a bay breeze, Adirondack chairs on lush green grass besides blooming hydrangeas. At The Pridwin, that summer still exists.

Perched on the gentle shores of Shelter Island since 1927, The Pridwin is a season unto itself. Mornings begin with coffee on lawn and the distant hum of sailboats setting off. Afternoons stretch into golden hours by the pool, or a lazy kayak paddle on the water. Evenings bring BBQs on the lawn, live music on porch, and the soft flicker of lanterns as the sunset slips into night.

Included in your Summer Getaway

A Man And Woman Holding A Couple Of Children On A Beach
It’s not just a getaway—it’s a return.

Summer Fun at The Pridwin

A Cart With Baseball Bats And Balls
Guest Activities
Saturday, May 10, 2025
8:00 AM - 8:00 PM

Croquet

A Silhouette Of A Boy Fishing
Guest Activities
Friday, May 23, 2025
8:00 AM - 8:00 PM

Fishing

A Man In A Canoe On A Lake
Guest Activities
Friday, May 23, 2025
10:00 AM - 8:00 PM

Kayaks & Paddle Boards

Bicycles Parked On A Sidewalk
Guest Activities
Saturday, May 10, 2025
7:00 AM - 8:00 PM

Guest Bicycles

A Person Holding A Tennis Racket
Guest Activities
Saturday, May 10, 2025
7:00 AM - 8:00 PM

Tennis & Pickleball

A Person Standing On A Lawn Near A Body Of Water
Guest Activities
Saturday, May 10, 2025
8:00 AM - 8:00 PM

Cornhole

A Woman Sitting On A Dock
Guest Activities
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8:00 AM - 9:00 AM

Rise and Revive: Dynamic Movement Stretch Class

A Group Of Chickens In A Fenced In Yard
Guest Activities
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10:00 AM - 11:00 PM

Chicken Class with Chef Todd

A Person Doing A Yoga Pose
Guest Activities
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8:00 AM - 8:00 PM

Yoga on the Lawn

A Plate Of Sushi
Special Events
Monday, May 26, 2025
5:00 PM - 9:00 PM

Memorial Day BBQ

A Group Of Tables And Chairs Next To A Body Of Water
Special Events
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5:00 PM - 9:00 PM

Wednesday Night BBQs

A Hand Holding A Plate With Food
Dinner Series
Thursday, June 12, 2025
6:00 PM - 8:00 PM

Summer Truffle Dinner

A Carrot On A Grill
Guest Activities
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1:00 PM - 2:00 PM

Culinary Gardening

Hands On A Keyboard
Guest Activities
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8:00 AM - 8:00 PM

Mahjong Mondays

A Group Of Kitchen Utensils
Guest Activities
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1:00 PM - 3:00 PM

Art in the Grove

A Group Of People Sitting On The Ground Watching A Television
Guest Activities
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8:30 PM - 10:00 PM

Monday Night Movie in the Grove

A Pizza On A Grill
Guest Activities
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10:00 AM - 11:00 PM

Chefs in Training with Chef Todd

A Group Of White Mushrooms
Special Events
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4:00 PM - 6:00 PM

Oysters & Bubbles

A Group Of Shells
Guest Activities
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10:00 AM - 11:00 AM

Shell Hunt & Craft

Fireworks In The Sky
Special Events
Saturday, July 12, 2025
9:00 PM - 9:30 AM

Shelter Island Fireworks Show

A Group Of Tables With White Tables And White Chairs
Dinner Series
Thursday, August 21, 2025
6:00 PM - 8:00 PM

Summer Harvest Dinner

A Table With Food And Drinks On It By A Tree And A Body Of Water
Dinner Series
Monday, September 1, 2025
5:30 PM - 9:00 PM

Labor Day BBQ

A Group Of People Sitting At A Table With Food And Drinks
Special Events
Saturday, October 11, 2025
12:00 PM - 6:00 PM

Fall Fest at The Pridwin

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