4 Star Hotel

The Pridwin Hotel

81 Shore Road, Shelter Island, NY, United States View Map

$950 nightly

includes all fees

See Availability
The Pridwin Hotel1/43
The Pridwin Hotel photo 2
The Pridwin Hotel photo 3
The Pridwin Hotel photo 4

The Pridwin Hotel

Penny
Hi, I'm Penny! Ask me anything about The Pridwin Hotel: rooms, rates, amenities or policies.

About

The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service spa-scenic pool and seasonal activities for every age The Pridwin is designed for couples, friends and families traveling together. Explore the beautiful natural setting through hiking-boating and other outdoor activities before retreating to the comfort of our private suites and cottages.

114 Reviews

8.9Very Good
Cleanliness
9.9
Staff
9.6
Location
9.9

What Guests Say

  • “Vintage charm.”
  • “Relaxing weekend.”
  • “The views were gorgeous.”
Show 50 Verified Reviews

Top Amenities

  • Swimming Pool
  • Restaurant
  • Free Internet Access
  • Free Parking
  • Spa
  • Fitness Center
  • Accessible Rooms / Facilities
  • Beachfront
Show All Amenities

Room Options

Our Best Price. GUARANTEED.

Exclusively for Priceline members Details

Hillside Room1/4

Hillside Room

216 sqft • 1 King

  • Air conditioning
  • Phone
Premier Terrace1/4

Premier Terrace

227 sqft • 1 King

  • Air conditioning
  • Phone
Corner Preferred Room1/4

Corner Preferred Room

227 sqft • 1 Sofabed, 1 King

  • Air conditioning
  • Phone
Water View Room1/4

Water View Room

216 sqft • 1 King

  • Air conditioning
  • Phone
  • Room with view

Room Details and Photos

Room Amenities

    Have a question?

    Ask Penny, powered by AI. Answers are taken from property information and reviews.

    What Guests Loved

    8.9
    Very Good

    Based on 114 reviews

    Location

    9.9

    Cleanliness

    9.9

    Staff

    9.6

    Overall Quality

    9.5

    Pros +

    • As entire place has been renovated, looks brand new, very clean, attentive and courteous, and willing to accommodate our needs. Thank you our cleaner, and to all the staff!
    • The location, decor, cleanliness and attention to detail. The breakfast was very good, but it would have been fantastic if they had an omelet station.
    • The view and tranquility during this time of year. Loved having the beach right in front of the hotel. Plenty of low cost activities. Would come back and stay in a cabin for more nights.

    Cons -

    • They should offer one lager beer on tap. Anything like Heineken, Stella or Peroni would suffice. Not everyone likes craft beer. They also need to figure out how to minimize the yellowjacket problem in the fall.
    • Climbing stairs but understand bldg was built 1927. Wish restaurant was open for dinner after labor day. Staff could be a little friendlier and more attentive but overall they were pleasant.
    • I upgraded to a cottage so that we could sterilize our infants bottles and only one of the burners actually worked to do so.Several of the vertical blinds slats were missing over the large sliding door Windows so we did not have privacy from passerbys.
    Business Traveler (1)Solo Traveler (3)Traveling as Couple (18)Family with Young Children (6)Family with Teens (4)Senior Traveler (1)Group Traveler (3)Total (87)
    10Verified Hotel GuestPosted on: 11-28-2022

    As entire place has been renovated, looks brand new, very clean, attentive and courteous, and willing to accommodate our needs. Thank you our cleaner, and to all the staff!

    10RichardPosted on: 9-12-2022

    The location, decor, cleanliness and attention to detail. The breakfast was very good, but it would have been fantastic if they had an omelet station.

    They should offer one lager beer on tap. Anything like Heineken, Stella or Peroni would suffice. Not everyone likes craft beer. They also need to figure out how to minimize the yellowjacket problem in the fall.

    8Verified Hotel GuestPosted on: 10-12-2017

    The view and tranquility during this time of year. Loved having the beach right in front of the hotel. Plenty of low cost activities. Would come back and stay in a cabin for more nights.

    Climbing stairs but understand bldg was built 1927. Wish restaurant was open for dinner after labor day. Staff could be a little friendlier and more attentive but overall they were pleasant.

    9Verified Hotel GuestPosted on: 7-15-2017

    I upgraded to a cottage so that we could sterilize our infants bottles and only one of the burners actually worked to do so.Several of the vertical blinds slats were missing over the large sliding door Windows so we did not have privacy from passerbys.

    2RichardPosted on: 8-12-2017

    LOCATION

    7SuePosted on: 1-19-2026

    Great location. Comfortable. Good food. Great vibe Lots to do

    The staff were disorganized and lacked basic knowledge of the place or customer service.

    10IRENEPosted on: 1-19-2026

    From the moment we arrived, we were treated with respect & kindness. The hotel is in a lovely location with a stunning view from the back covered patio & deck. Our room was comfortable and clean. We had a nice view of the grounds, ocean & pool area. The breakfast buffet was simple, but fine for our taste. Chefs were preparing made to order omelets which is what we ordered, along with avocado toast, fresh fruit, & pastry.

    Nothing. Everything was perfect

    8DulcePosted on: 9-14-2025

    Excellent breakfast, beautiful location, room was very nice but too close to staff quarters..

    Better cleanliness. The Nooks coffee table was not cleaned for 4 nights.

    7SuePosted on: 8-16-2025

    Great location. Comfortable. Good food. Great vibe Lots to do

    The staff were disorganized and lacked basic knowledge of the place or customer service.

    6SophiePosted on: 8-15-2025

    Location is stunning. Bedroom was comfortable and clean. Nice family vibe. Everything else was underwhelming for the very high price. This was our only option on the island for an event, so we booked!

    Limited number of young, overworked though friendly staff struggling to get everything done. Somewhat tired and not very stylish common facilities, no sense that there is a purpose and drive to make this the best. At this price you would expect everything to be thought through for the guest, but I waited a week for a reply to an advance query I had, we spent a lot of time hanging around at the ferry port waiting for pickup, we were told there was no car pickup after 11pm, we made up our own pool beds. The pool toilet facility was pretty awful. The food was fine but not great. Staff were friendly and helpful when they appeared, but clearly overstretched. None of this would be a problem for us had we not been paying $1200 for one night! It feels as if the Pridwin is taking advantage of its status as the only big hotel on the island.

    8AmyPosted on: 8-15-2025

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

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

    8JakubPosted on: 8-15-2025

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

    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.

    10IrenePosted on: 8-14-2025

    From the moment we arrived, we were treated with respect & kindness. The hotel is in a lovely location with a stunning view from the back covered patio & deck. Our room was comfortable and clean. We had a nice view of the grounds, ocean & pool area. The breakfast buffet was simple, but fine for our taste. Chefs were preparing made to order omelets which is what we ordered, along with avocado toast, fresh fruit, & pastry.

    Nothing. Everything was perfect

    10MargaretPosted on: 8-11-2025

    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.

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

    9bethPosted on: 7-9-2025

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

    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.

    9MariaPosted on: 7-7-2025

    Gorgeous location, nice amenities.

    The views, the pool, tennis court and beach.

    9DeborahPosted on: 5-15-2025

    Special wine dinner for Mothers Day was wonderful

    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

    7POOJAPosted on: 5-13-2025

    The location and hospitality.

    The pool was closed - which was not mentioned in their website. It was not value for money for me, as there was hardly any activities. If the pool was closed, they should have compensated the guests - maybe lunch, dinner or even a spa - in some way.

    10MelisPosted on: 5-12-2025

    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!

    9JRPosted on: 1-9-2025

    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!

    There was nothing I would change about the Pridwin.

    Amenities & Policies

    Amenities

    Swimming & Soaking

    • Beachfront
    • Swimming Pool
    • Fence around pool
    • Heated pool
    • Kids' pool
    • Outdoor pool
    • Pool with view
    • Private beach
    • Salt-water pool

    Fitness & Spa

    • Fitness Center
    • Spa

    Food & Drinks

    • Restaurant

    Media & Technology

    • Free Internet Access

    Transportation

    • Free Parking

    Health & Safety

    • Health Services
    • Daily disinfection

    Accessibility

    • Handicapped Rooms/Facilities
    • Facilities for disabled guests available

    General

    • No Smoking Rooms/Facilities

    Guest policies

    Check-inAfter 3:00 PM
    Check-outBefore 11:00 AM
    InternetFree Wi-Fi is available.
    ParkingFree parking is available.
    Children & Extra BedsChildren of all ages are welcome.
    PetsPets are not allowed.
    Room RatesAll rates displayed are for two guests unless otherwise noted.

    Important info

    Please note that the number of occupants stated for a room during reservation should include adults and children. Please note that the seasonal on-site restaurant will be open from 19th June to 5th September, Labor Day.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

    Location

    The Pridwin Hotel

    81 Shore Road, Shelter Island, NY

    Discover the AreaShelter Island

    People also liked

    Currently Viewing

    The Pridwin Hotel

    The Pridwin Hotel

    Shelter Island

    Beachfront, Spa, Restaurant

    8.9114 Reviews4-Star Hotel
    $950/night

    includes all fees

    Back To All Hotels