The Pridwin Hotel

Discover the Pridwin Hotel & Cottages, a historic beach resort that has welcomed guests on Shelter Island for nearly 100 years.
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09/24/2026

🦪 An early fall weekend getaway with Sarah G. Crawford | The Pridwin Hotel & Cottages

Now Booking: Fall At The Pridiwn. Link in bio.

09/16/2026

Vogue guide to Shelter Island 💙 thank you Sylvie for the wonderful feature 💙💙

Fall dates to explore:
💛 September 16-19
💛 October 23-25
💛 October 30- Nov 1
💛 November 6-8

09/08/2026

Consider this your invitation to Shelter Island’s secret season. 🍁

This fall, we’ve planned the weekend for you. Stay two nights at The Pridwin, with seasonal dining, w**e tasting, live music, s’mores and more included throughout your stay.

Your fall weekend, all in one stay. Link in bio.

09/01/2026

Sending love and a little sunshine from pridwin. Arriving happens with a quick boat ride. It’s the kind that makes you feel like you’re immersing yourself into a summer book. The view from the water looks like a timeless coastal painting with a quiet charm.

The property is neat, with decor that mixes both heritage and luxury in the best way. Everyone we met was warm and welcoming. Check-In was a breeze and I didn’t rush to unpack. Instead, I headed straight to the terrace bar and ordered a which was perfectly made. Sitting back, overlooking the water with the sun just starting to dip a it.

Just thoughtful, beautiful, and quietly luxurious. | Igee Okafor

08/31/2026

Labor Day Weekend, Shelter Island style. 🦪🥂

Join us for the First Annual Shelter Island Seafood Fête at The Pridwin—two days of freshly shucked oysters, chilled Ch*****ne, local seafood, live music, and golden hour on the bay.

Saturday: Ch*****ne & Oysters on the lawn
Sunday: The Shelter Island Seafood Fête

Salt air. Sun-warmed docks. One more swim before dinner.

Book at link in bio.

08/28/2026

“It’s tempting to already start looking ahead to the next season, the next role, the next opportunity - but moments are meant to be experienced, not optimized. Consider this your permission slip to be present in these last days of summer and reflect on what the season taught you.

There’s always something coming next but there’s only one right now, so don’t miss it 🤍” Erin Walsh

08/19/2026

Thank you, TOWN&COUNTRY Sophie Dweck , for making the case for endless summer at The Pridwin with Lilly Pulitzer. We’re happily holding onto it. 💚

“While the seasons may change, the feeling never does.” — Mira Fain, Chief Creative Officer of Lilly Pulitzer

08/16/2026

“If you’re looking for an escape that feels more like summer camp, the historic Pridwin on Shelter Island, a member of , is pure nostalgia and magic. The quaint cabins, the swimming docks, the game room! I didn’t want our stay to end 🛶 |

Address

81 Shore Road
Shelter Island, NY
11964

Website

http://www.caperesorts.com/pridwin

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