at The Pridwin
Browse themed getaways, romantic retreats, special offers, and thoughtful weekends that speak to our season—and bring the best of the East End to you.
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Summer Packages
Summer Mondays at The Pridwin
Extend your weekend The Pridwin way, featuring a complimentary cruise on our boat, Fred’s Folly.
Summer Packages
Summer Tastes: Midweek Dinner Offer
A midweek escape at The Pridwin, accented deliciously by dinner for two—on us!
Summer Fall Packages
Magic Hour Boat Cruise Package
Set out for a cruise on our boat, Fred’s Folly, with a bottle of rosé and two Lobster Rolls.
Summer Packages
ONDA Beauty at The Pridwin
The Pridwin is thrilled to partner with ONDA Beauty to bring bespoke facials to Shelter Island this summer.
Summer Packages
Lunch at The Pridwin
Lunch on us—with a view that can't be beat. Choose your table on The Terrace for an afternoon of waterfront dining.
Summer Packages
Wednesday Night BBQ Package
Join us for a beloved Pridwin BBQ on the lawn, featuring an elevated all-you-can eat cookout menu.
Summer Packages
The Classic American Family Vacation
Plan the ultimate family getaway at The Pridwin with an extended midweek stay this summer.
Summer Packages
A Summer Week at The Pridwin
Make The Pridwin yours for a week-long cottage stay this summer.
Spring Summer Fall Packages
Girls’ Getaway at Macari Vineyards
Grab your crew for a getaway to The Pridwin, where you’ll enjoy spa treatments and a trip to Macari Vineyards.
Spring Summer Fall Packages
Pridwin Spa Retreat
Escape to Shelter Island to enjoy a luxurious spa day at The Pridwin.
Fall Special Offers
Fall Weekends at The Pridwin
A magic golden glow every weekend this fall. Daily traditions await, delicious dining invites, and new events pepper in excitement.
Fall Packages
Fall Sunday Suppers: Overnight Package
Stay overnight for a Sunday Supper at The Pridwin—a new autumn tradition featuring themed menus from Chef Todd Ruiz.
Fall Packages
Masquerade Ball: Overnight Package
Stay overnight for our Masquerade Ball—the ultimate Halloweekend party at The Pridwin.
Spring Summer Fall Packages
Dinner on the Terrace
Join us for dinner at The Pridwin while taking in the beautiful views of Crescent Beach.
Spring Summer Fall Packages
Pridwin Pup Retreat
Bring your four-legged family member on your Pridwin getaway and enjoy deluxe dog-friendly accommodations in a private Birch Cottage.
Spring Summer Fall Special Offers
Extend Your Stay & Save
On Shelter Island, an extra day makes all the difference. Extend your Pridwin stay a little longer and save.
Spring Summer Fall Special Offers
Book Ahead & Save
It pays off to plan ahead. Book a deluxe Pridwin Hotel and Cottage getaway ahead of time and save!
Spring Summer Fall Special Offers
AAA & AARP Member Rate
Take advantage of our AAA & AARP savings and enjoy discounts off our daily rates.
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