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Reviews of The Pridwin Hotel 4 stars

81 Shore Road, Shelter Island, NY 11964, United States

#1 of 1 hotels in Shelter Island

Guests' Choice

Review score

Based on 85 hotel reviews

9.2

Score breakdown

  • Cleanliness

    9.8

  • Comfort

    9.8

  • Location

    10.0

  • Facilities

    9.4

  • Staff

    9.1

  • Value for money

    8.1

  • Free WiFi

    10.0

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Showing 1 – 25

  • Reviewed: 17 August 2025

    10
    Great
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 3 nights
    • Submitted via mobile

    Its a great escape with so much to do!!

    Stayed in August 2025

  • Reviewed: 15 August 2025

    8.0
    4th time there and already dreaming of next year.
    • Leisure trip
    • Couple
    • Water View Room
    • Stayed 3 nights
    • Submitted via mobile

    The walls are thin, the valet isn’t always available, the pillows are awful, not enough people making eggs at the breakfast.

    Almost everything! Food, amenities, location, decor, bbq, all amazing.

    Stayed in August 2025

  • Reviewed: 15 August 2025

    8.0
    Very good
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 2 nights
    • Submitted via mobile

    We found a big cut nail close to our bed and we were overcharged. We contacted the staff at the property and they told us that they refunded the amount, but the money never came.

    Great location, amenities and overall a place worth to stay at.

    Stayed in August 2025

  • Reviewed: 11 August 2025

    10
    Lovely hotel with old time feel and modern comforts.
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 4 nights

    Rooms were very pricey although we got discounted rates because we stayed on weekdays before summer season was in full swing.

    I loved this hotel. Beautiful decorated old school hotel feeling. Beautiful setting right across from lake. Pool and pool service were wonderful. Room was exceedingly comfortable. Staff were very efficient and lovely. Live music in restaurant one of the nights.

    Stayed in May 2025

  • Reviewed: 10 July 2025

    9.0
    Restful
    • Leisure trip
    • Family with young children
    • Corner Preferred Room
    • Stayed 4 nights
    • Submitted via mobile

    The Wednesday evening BBQ was great and very enjoyable. Good band.

    Stayed in June 2025

  • Reviewed: 9 July 2025

    9.0
    A summer of nostalgia
    • Business trip
    • People with friends
    • Corner Preferred Room
    • Stayed 4 nights
    • Submitted via mobile

    I liked everything, the staff is all new and needs training. The food at the restaurant is fair at best. I wish the food was better so we didn’t have to leave the property.

    It feels so nostalgic either the wrap around deck, Adirondack chairs on the lawn, hydrangeas and seating areas throughout the property

    Stayed in July 2025

  • Reviewed: 7 July 2025

    9.0
    Beautiful views, great amenities.
    • Leisure trip
    • Family with young children
    • Corner Preferred Room
    • Stayed 2 nights
    • Submitted via mobile

    The views, the pool, tennis court and beach.

    Gorgeous location, nice amenities.

    Stayed in July 2025

  • Reviewed: 20 June 2025

    10
    The accommodating staff and beautiful environs made for a memorable experience.
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 4 nights
    • Submitted via mobile

    Beautifully landscaped and cared for. Beautifully appointed interiors and exteriors.

    Stayed in June 2025

  • Reviewed: 15 May 2025

    9.0
    Some problems but staff went above and beyond to correct them. Would come again!
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 2 nights

    First night we were in small room by service closet and were up all night with noise! They moved us second night to beautiful room. Also staff a bit unprepared for opening day

    Special wine dinner for Mothers Day was wonderful

    Stayed in May 2025

  • Reviewed: 12 May 2025

    10
    Exceptional
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 2 nights
    • Submitted via mobile

    We had the most wonderful Mother’s Day weekend here. The service, food, and amenities were excellent, creating a truly peaceful atmosphere. Being by the water, listening to the birds, and sipping on delicious cocktails was simply priceless. We already loved Shelter Island, but staying at The Pridwin made us fall in love with it even more. It’s the perfect spot for a staycation, especially during the quieter off-season like May!

    Stayed in May 2025

  • Reviewed: 29 July 2024

    9.0
    So very compfortable and relaxing
    • Leisure trip
    • Family with young children
    • Water View Room
    • Stayed 2 nights

    We were trying to rent mokes, as our plans for the day were changed. The vendor didn't ever respond back to us, and staff didn't intercede. The front desk employees should be more informed regarding the spa details.

    The staff was wonderful. The facilities exceeded expectation. Absolutely wonderful.

    Stayed in July 2024

  • Reviewed: 23 July 2024

    10
    Nostalgic Summer Getaway
    • Business trip
    • Solo traveller
    • Water View Room
    • Stayed 1 night
    • Submitted via mobile

    The decor inside is a bit outdated, the carpet especially. They’ve made really nice renovations since the last time I said here and I was very impressed. I wouldn’t go so far as to say I didn’t like it I just think refresh for common spaces would be great.

    So nostalgic and reminisced of my childhood during the summer. Adirondack chairs around a fire or facing the water. Rocking chairs on the sprawling wrap around porch, lawn games, and striped awnings. It was delightful

    Stayed in July 2024

  • Reviewed: 15 July 2024

    10
    Everything was great very friendly staff and very good service.
    • Leisure trip
    • Solo traveller
    • Hillside Room
    • Stayed 1 night
    • Submitted via mobile

    None

    The location and beautiful views.

    Stayed in July 2024

  • Reviewed: 1 July 2024

    9.0
    LOVELY hotel, fantastic staff, and fun amenities!
    • Business trip
    • Family with young children
    • Hillside Room
    • Stayed 2 nights

    There was nothing I would change about the Pridwin.

    I love this hotel, the decorations are lovely, the shared spaces are very nice and useful, the pool is fun, and the staff is super kind and helpful. We enjoyed the boat rides, breakfast, the fire pit, checkers, and ping pong. You feel like you are going back in time when you step on property in a good way. This is a super fun place to stay with children. I plan to go back next summer!

    Stayed in June 2024

  • Reviewed: 28 June 2024

    10
    One of the best hotels we’ve ever stayed in
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 3 nights
    • Submitted via mobile

    The fire alarm went off from the shower steam!

    Beautiful setting, great views, nice sized rooms, great facilities, superb attention to detail, truly exceptional staff

    Stayed in June 2024

  • Reviewed: 25 June 2024

    10
    Exceptional
    • Leisure trip
    • Couple
    • Water View Room
    • Stayed 2 nights
    • Submitted via mobile

    Wasn’t impressed with food / prices at hotel

    Excellent location on water, facilities very nicely updated - especially mini split AC quiet Nice pool area with enough loungers for all Very freindly/ helpful staff I don’t usually spring for the cost at hotel but felt it was well worth it considering all the above

    Stayed in June 2024

  • Reviewed: 11 June 2024

    9.0
    Superb
    • Leisure trip
    • Family with young children
    • Hillside Room
    • Stayed 1 night
    • Submitted via mobile

    Very clean I stay there before the renovation and it looks amazing

    Stayed in June 2024

  • Reviewed: 13 May 2024

    10
    Lots to enjoy in this historic and picturesque place.
    • Leisure trip
    • Family with young children
    • Corner Preferred Room
    • Stayed 1 night
    • Submitted via mobile

    Its beautifully renovated. Located in a perfect spot overlooking the bay, lots of trees, amazing sunsets.

    Stayed in May 2024

  • Reviewed: 27 October 2023

    9.0
    My siste and I had a lovely end of season trip and the Pridwin was a wonderful choice.
    • Leisure trip
    • Family with young children
    • Water View Room
    • Stayed 3 nights

    The breakfast was prix fixe. It would have been nice to have a la carte choices.

    Location was ideal and the room was lovely. It had a view of the water. The outside porch was perfect with a fireplace. The coffee was free.

    Stayed in October 2023

  • Reviewed: 16 October 2023

    10
    Loved it. Beautiful, cozy lovely.
    • Leisure trip
    • Group
    • Corner Preferred Room
    • Stayed 1 night
    • Submitted via mobile

    The bright cafeteria lights Amat the restaurant for dinner. One 1 main problem was the restaurant that I won’t eat dinner at again. Cold, sterile feeeling with unimaginative food.

    Stayed in October 2023

  • Reviewed: 12 September 2023

    10
    Beautiful gem in Shelter Island
    • Leisure trip
    • Couple
    • Water View Room
    • Stayed 1 night
    • Submitted via mobile

    Over priced, expensive to get to (ferry), at this price point they should include breakfast.

    Beautiful and charming interior design, beautiful views, very relaxing, comfortable rooms.

    Stayed in August 2023

  • Reviewed: 30 August 2023

    10
    The Pridwin is a grrat location for a relaxing comfortable getaway
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 2 nights
    • Submitted via mobile

    Nothing

    Pretty. Comforting. Great location

    Stayed in August 2023

  • Reviewed: 29 August 2023

    10
    Exceptional
    • Leisure trip
    • Family with young children
    • Premier Terrace
    • Stayed 1 night
    • Submitted via mobile

    Everything was great!

    Beautifully decorated (gorgeous!), excellent location (waterfront), a lot of attention to detail, nice amenities (pool, kayaks, bikes, ping pong, tennis).

    Stayed in August 2023

  • Reviewed: 19 August 2023

    8.0
    It is a lovely hotel and the staff is friendly, but the staff needs more training and attention to d
    • Leisure trip
    • Couple
    • Hillside Room
    • Stayed 5 nights
    • Submitted via mobile

    The Staff is friendly, but many are young people here on work visas so often they could not answer questions. Communication in general was not great.We did not receive the printed summary of weekly activities until shortly before we left. The Wednesday night BBQ while pleasant, did not have labels on dishes and there were not enough servers.

    The hotel is well designed, furnished, landscaped and is very clean

    Stayed in August 2023

Showing 1 – 25

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