Average 254 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
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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 254 Reviews
Disappointing .
Reviewed 6 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.

Awesome Place to Vacation
Reviewed 7 months ago

Awesome place to vacation, or get away for a weekend. The amenities are great from tennis to biking, water activities, a game room, and an awesome pool were you can take a dip. There are many great restaurants on the Island to check, starting with the Pridwin restaurant. Breakfast is great and the staff is quite friendly and accommodating. One of the best hotel stay I've experienced.


Amazing Customer Servie
Reviewed 7 months ago

On 8/23/18 We had book a stay at a different property. The Hotel was terriable and at 10:30 Pm we decided to switch hotels. I called The Pridwin and spoke with Kim Fowlow who said she could get us in for 1 of the 2 nights we need. They were booked for Friday. When I got to the property the staff could not have been nicer. We were helped with our luggage up the stairs and even gave us free soda from the bar to take upstairs. The room was small but comfortable. The next morning we went to the complimentary breakfast that they offer. I was looking for another hotel for that night. Kim came and found us at breakfast and said she would be able to give us a bigger water front room for the night if we wanted to stay. She said we could have it for the same price as the night before. We were thrilled to be able to stay. The hotel may be a little dated but has an old charm to it. The beds are comfortable and the hotel its self has a very charming vibe. We would definitely come back if we are in the area again.

Once again the Pridwin is a hit
Reviewed 8 months ago

The Pridwin on Shelter Island really could be one of my favorite places on earth. Myself and my family will continue to come back again and again. The rooms are spacious, and the food throughout our stay was fresh and delicious!

The property is absolutely spectacular and one of a kind. Being able to go from beach to pool in such close proximity was truly a treat. I love that it still maintains it's Shelter Island orginal vibe unlike so many of the newer establishments.

I highly recommend the Pridwin to anyone looking for the perfect place to vacation with a relaxed adult as well as family vibe. Thank you!

The Shining Meets Dirty Dancing
Reviewed 8 months ago

While the staff at the Pridwin was friendly, the hotel is poorly maintained.

The Pridwin boasts a lovely view of the bay, a dock with a some water equipment and friendly (but disorganized) staff. However, the hotel is very old, dirty and poorly run. The carpet is at least 20 years old, the paint is chipping and everything on the premises is dated, especially the wood paneled tv room with the, yes, VHS machine. Our room (recommended as one of their best) was very small and the mattress was so old the springs no longer functioned. The walls are thin, which enables guests to hear everything down the hall or in the next room. The 1970’s air conditioning unit was powerful but noisy, large and ugly. The bathroom was cramped. The decor is dingy and cluttered with decor from the 20’s and the 70’s. Most of the hotel is dusty and musky. The Pridwin is more like a motel with creepy hallways suitable for a horror movie. In particular the framed period swimsuits on the walls and the terrifying mirror atop the secondary staircase. There is no elevator. Staff directs guests to take their own luggage (however much) up the three flights of stairs if they are on the 3rd floor in the most expensive rooms with the best views. This is despite many able-bodied teenage staff roaming the halls.

The hotel welcomed mostly families with small children. This is not a hotel suited for a romantic getaway or for business. The wifi is unreliable. The staff is comprised of teenagers - this is not necessarily a bad thing, but they seemed to lack adults directing or motivating them to provide active guest support, and most seemed to be socializing with each other. While we were happy they had numerous water activity options, staff was not quite prepared in terms of rigging or vessel prep, or safety instructions. Further, if you use the beach, you must bring your own towel. There is no service down at their private beach.

The food at the restaurant is fresh and thoughtful. However, the complimentary breakfast comprised of powdered eggs, cereal and cheap carbohydrates like donuts and toast.

Lastly, there is a beautiful fishing boat docked at the hotel dock named “Pridwin”, ready to take guests on a beautiful tour of the bays. Except that’s the owner’s boat that the staff is told to explain it is used by the owner to catch the fish you will eat at the restaurant. It never left the dock during our stay. Judging by the type and condition of the boat, if the owners would put their personal recreation fund into the facility this place might be worth staying at. Too bad, it has potential otherwise.

Given the price point of the hotel, it was a disappointment.