Average 257 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


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.


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.


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.


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


3.5 Average 257 Reviews
Overpriced. Best thing about it is location/view
Reviewed 23 hours ago

This extremely overpriced and old hotel/guest inn was not worth the almost $500/night rate we paid recently. Apparently the prices were increased due to the Shelter Island Fireworks, but anything more than $150/night is overpriced. Service was surly, no elevator and no one offered to help us up 3 floors with our bags. Kayaks and bikes are an extra rental fee for guests - I think the first hour on a bike is free. At least that is what one staff person told us and then when we went back to book, another staff person said that wasn't true. The sofa bed is extremely uncomfortable. The bathrooms - if you are lucky to have a renovated one, while stylish is small and cramped. Walls are thin and noise carries. Fortunately, the air conditioning is deafening so you can drown out the hall, neighbors and outside voices while staying cool - and did I mention we were on the top floor?
I recognize that the location is an island and choices are limited, but I won't stay here again. For the price, I'll stay off island and have a nice bigger place!
The positive is that the views from the porch are beautiful and it is easy to get around and go to sunset beach.

Gf’s Birthday
Reviewed 2 weeks ago

I’ve been coming to the Pridwin since I was a little kid. Still coming in my 30s, now with my own family. This year I noticed some nice updates. Pool furniture is really nice, new and comfortable. But, some things never change here. The view is beautiful. It’s so peaceful. It’s great for families. And the staff is always very friendly and accommodating. Especially Vlad who put up with my babbling last night at the bar.

Reviewed 1 month ago

My wife and I had a very disappointing stay.. We booked through Trip Advisor for a basic room with a King bed. We paid $200 for the night, which is a lot for a 90 year old building. We are seniors, and despite the fact the the hotel was almost empty, we were put on the third floor. No elevator. We carried our luggage. The room was very small, approx. 9 x 12. Little room beyond the bed. A 24" TV on the dresser and one night stand. The view was of another building and the face of a hill behind the hotel. The hotel sits on Crescent Beach which has a beautiful view from the front of the hotel. The bath was 30" wide and 12 feet long. I could barely turn around in it. After we arrived we found out the restaurant and bar were still closed as they were in off season. It is interesting that we received an email from booking.com telling us this AFTER we had checked in. We did not confront the young girls at the desk, we just lived with it. In the morning, the best we could get was luke warm water for our shower. The front desk did not open until 10 AM. Off season. We had to park in a lot up a steep hill behind the hotel. The only bright spot was Matthew who set up the continental breakfast. We were told it was served at 8. We wanted to be gone by then. When I went down to the lobby at 6:30 he had coffee made and was setting up. We left before 8 AM. Unless you come in season and like the charm of old hotels (with worn carpets etc.), I would stay someplace else. I am disappointed that the "out of season" status was not on Trip Advisor or Booking.com. And the price we paid for a tiny room with no services was absurd.

Best Wedding Ever!
Reviewed 1 month ago

I had my wedding at the Pridwin recently. Our guests were raving about the hotel, the staff, the food, the service, the location. The setting is gorgeous and the set up for our wedding was perfect. Our guests felt right at home on the deck, at the bar, in the lounge lobby area, at their tables and the dance floor. Everyone said they had SO MUCH FUN. The food was wonderful! Not typical "wedding food", everything was fresh and delicious. Jennifer and JP were very helpful and went above and beyond the day of to make our day extra special. They have an awesome fire pit with adirondack chairs that we enjoyed after the wedding. Cottage A where we stayed has a beautiful view and was comfy cozy. I wish we could have stayed longer! The Pridwin is gorgeous, laid back, and super charming! I can't wait to go back!

Disappointing .
Reviewed 9 months ago

We had planned a relaxing and special weekend break on an island that we looked pretty special and in a hotel that promised to be pretty special too.
We arrived early evening to be told that the restaurant and bar were closed as it was the end of season! The receptionist told us that she had just e mailed us to tell us ( we had been travelling all day so no wi-fi) and she said that the information was on booking .com .When we booked we didn't see that and , afterwards, when we looked again we had to scroll down through a lot of info to find it. We should have been informed clearly on booking, by the hotel ,that this was the case so that we could reconsider our booking. The hotel is not within walking distance of any restaurant so the receptionist gave us a short list of possibilities. We drove in darkness on unfamiliar roads to the Flying Goat. Hardly a relaxing start to our special treat!
The room,207,was small, noisy from staff activities and chat until midnight. The bedding clean but ill fitting( the fitted sheet kept springing off at the corners and ,along with the stuffy room,a woollen blanket under this sheet, made for an uncomfortable sleep. I took the wool underblanket off on the second night and had the windows open!

Going down to breakfast was like being on the Marie Celeste, no staff in site to greet us, and tables set out as for a formal function. The breakfast was adequate BUT no hot food as the restaurant was closed of course.
We feel dissatisfied with the whole hotel experience as it was certainly very expensive ,not value for money ,as it lacked the facilities we were expecting. We go back to England with resentment I'm sorry to say.