3.5
Average 242 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A sprawling Gatsby-era seaside resort with a private beach and pool – includes breakfastGoing to tennis camp, or taking out a Sunfish, kayak or paddleboard on the Peconic River
  • Admiring the Travel + Leisure favorite’s 1920s architecture and renovated interiors
  • Sampling fresh fish, caught by the owner and his son, at the restaurant
  • Attending one of the popular cookouts, if you’re here on a Wednesday, with movie nights on certain evenings for kids

What To Know

  • The overall feel is very Dirty Dancing-esque
  • Rooms are small and no-frill
  • Free WiFi can have trouble reaching guestrooms—when all else fails, head to the lobby
tree grass house property home Resort residential area cottage lush hillside

Overview

A recently revamped Shelter Island icon packed with original charm and boasting plenty of seasonal fun

The Lowdown

The Pridwin Beach Hotel & Cottages originally derived its name from the shield used by King Arthur in Celtic legend, and there’s certainly a stately and even mythical quality about this seasonal getaway. That’s always been the case, as it spans 10 acres and is centered around a grand 1920s mansion that overlooks the beach. But today, the property feels especially regal, and not only because it underwent a significant renovation in recent years to return it to its former glory, while adding plenty of modern updates. In fact, it’s become something of a Shelter Island icon, with an endorsement from Travel + Leisure and a reputation throughout the region as a place where the elegance of the past lives on.
Chalk up the 90-year-old hotel’s popularity – not to mention, its longevity – to a wide array of first-class comforts and all-American amenities. The historic tennis offerings have been expanded, while the gentle current around the dock that makes the water perfect for swimming (and paddleboarding and kayaking); the brilliant views; and the inviting atmosphere in the lobby, which now hosts seasonal movie nights for kids, have all remained the same. The dining program is also still impressive, today highlighting fluke, flounder and bass freshly caught by the owner himself and his son, which are prepared by a veteran of a Geoffrey Zakarian restaurant. Come on a Wednesday, and you can even attend a delightful cookout on the front lawn, wildly popular with the locals, where seafood is served and music plays, as the sun disappears into the bay.

Rooms

There are 40 accommodations, and all are air conditioned and complete with private baths, telephones and cable TVs. They’re spread across three levels of the hotel and each equipped with a complimentary Wi-Fi connection.Water View rooms offer full views of the bay and hold either a king or queen-sized bed. Large Property View rooms offer a bit more space and all include a king bed and a sofa bed. Both room types are found on floors two and three.

Dining

Like the hotel, the restaurant at the Pridwin opens seasonally, starting in June. Also like the hotel, it’s been around since the 1920s, but today has been taken in a new, more modern direction, by Chef Swainson Brown (a veteran of Geoffrey Zakarian and Doug Psaltis eateries). Under him, the kitchen turns out dishes of fluke, flounder, bluefish, weakfish, bass, mako, cod and wahoo, all caught by hotel owner Richard Petry and his son. It also prepares the barbecue-style fare for the wildly popular cookouts, which take place on Wednesday nights and the Fourth of July. Sips are on hand at the bar, whipped up by mixologist Jean-Pierre Torrealba.

Location

Hamptons meets rustic, campy chic on Shelter Island, a dream for those looking for a charming, quiet getaway. With quaint cafés, plantation homes, secluded beaches and an abundance of outdoor life, this inviting destination is just what the doctor ordered. Since there are no stoplights – and barely any cars – bikes are a must and are the best way to explore the island, which is only four and a half miles in length. Borrow one of the hotel’s one-speed cruisers.The Mashomack Nature Preserve is near The Pridwin, featuring 2,000 acres of trails, creeks, woodlands, marshes, wetlands and coastline, giving you the perfect backdrop for your favorite outdoor activities. Stay on the 10-acre grounds to swim in the bay-view pool, attend tennis camp, or listen to live jazz music.

How to Get There

The Pridwin Beach Hotel & Cottages
81 Shore Road
Shelter Island, NY 11964 United States

Reviews

3.5 Average 242 Reviews
Most beautiful and charming place on the island
Reviewed 3 weeks ago

The views are incredible and the property dates back to the 20s yet has been meticulously updated to feel airy and modern. The perfect blend of quaint and contemporary. Plus, the food is outstanding (they catch the fish themselves on their own boat!) and the service is fantastic. Will always be my special home away from home.

FANTASTIC WEDDING SETTING!
Reviewed 8 months ago

Stayed in one of the cottages. It was very nice, clean and homey! It was two bedrooms, a living room and a fully equipped kitchen. The view of the water from the hotel was amazing. Food was really good as well! The ambiance unique, the covered deck was very nice.

Great location but rooms need upgrade
Reviewed 9 months ago

The location is right on the water and the atmosphere is transfixing, but the hotel is old and the rooms need an upgrade. That said, our stay was very nice and in fact the hotel is aware of it's needs and is in the process of an upgrade.

A toxic combination of sky high prices, outdated facilities and not a little parochialism
Reviewed 10 months ago

The Pridwin Hotel lies on a beautiful stretch of coastline on Shelter Island, accessed by ferry from Greenport, some 3 hours train ride from Penn Station, New York. The views in the evening are stunning and the area is blessed with rich wildlife. The area is the playground of New Yorkers at weekends and holidays and herein lies part of the problem. We arrived on Labour Day. This is a big deal in the US, being similar to a UK bank holiday. The difference, as we found out, is that in many resorts Labour Day is the last day before everything closes down for the winter. Having booked the hotel in April, we arrived on Labour Day to be told that the restaurant and bar would be closing for the remainder of our stay, so 2 out of 3 nights. There was no mention of this on the booking confirmation or indeed the website and, having spent the best part of a day getting there, this news was not welcome, given that the nearest shops were over a mile away and we had no transport. We pondered this unwelcome development whilst walking to our "Water View Studio Cottage" and opened the door to find a nice patio and view over the water and effectively an ageing bedsit...a large bed situated in a kitchen which had certainly seen better days, a tiny tv, very noisy a/c unit and a bathroom only just separated from the kitchen by a 1970s concertina door from which the exterior handle promptly fell off. This, for US$ 400 a night! Our irritation and frustration now at an all-time high we spoke to a manager of the hotel. His attitude was interesting, perhaps reflecting the end of the season but also a lack of insight into why our complaints were important as, effectively, he implied that the scenery and location should transcend any shortcomings of the facilities. To his credit, he agreed to refund our final 2 nights if we decided to check out the following morning. This was most welcome and and we spent a pleasant evening in the bar and restaurant. This place is kept afloat by a clientele who are happy to pay a high price for outdated facilities. A more outward looking approach by management could transform this hotel into a select resort of high reputation and, by attracting more overseas visitors, extend the season significantly.

Exceeded my high expectations!
Reviewed 10 months ago

We stayed here last summer and LOVED it!!!
After receiving an email announcing end of summer rates we decided to go back and visit the Pridwin again. The Pridwin is now one of my all time favorite hotels. First of all the value on this end of summer special was amazing. We stayed on wednesday 8/30/16 and as everybody knows Wednesday is BBQ night ......the food and the band were wonderful and our room special included this and breakfast at no additional charge!!!!! The flow of this BBQ party has me speechless there were families with young children, older couples , young adults, hotel guests, families on boats and everybody in-between and it flowed effortlessly as if we were one big family.
Now to our room........ when I booked this room with Jennifer she explained to me that this room was one of the rooms that hasn't yet had a bathroom renovation so I guess i was ready for something less than perfect but it was very nice clean bathroom finished with a timeless subway style tile. The best part was that this morning when we showered it made this older style bathroom worth its weight in gold. The water was nice and HOT (but easy to adjust) and the pressure was excellent!!!!
The common areas of this hotel were beautiful and clean and
just like last year the staff was excellent!!!
WE will be back every summer.