The Pridwin Hotel and Cottages
81 Shore Road Crescent Beach, Shelter Island, NY 11964
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About
#6 of 14 hotels in Shelter Island
Location
4.3
Cleanliness
5.0
Service
4.1
Value
3.6
The Pridwin Hotel and Cottages is a classic American resort hotel that has been providing guests a unique experience on Shelter Island since 1927, featuring 49 rooms with 16 private cottages, a celebrated restaurant, and full service spa. The nearly 10-acre site on Crescent Beach was selected for its protected waters, gentle bay breezes, and for its breathtaking water views.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Bar / lounge
Beach
Conference facilities
Banquet room
Spa
Wifi
Pool with view
Fence around pool
Restaurant
Breakfast available
Meeting rooms
Concierge
Non-smoking hotel
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Room features
Air conditioning
Private beach
Safe
Room types
Non-smoking rooms
Family rooms
Good to know
HOTEL CLASS
Languages Spoken
English
Location
81 Shore Road Crescent Beach, Shelter Island, NY 11964
The Pridwin Hotel and Cottages
Getting there
New Haven Airport
29.9 mi•
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Long Island MacArthur Airport
42.2 mi•
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Rental Cars
107 Restaurants
within 5 miles
19Reviews9Q+A8Room tips
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Wow!! Couldn't believe our eyes upon reaching the property. The most beautiful water views directly across from the grounds, you have water views from almost anywhere on site. We stayed in a waterview room which was standard, a step up from most economical and it was more than enough for a couple with perfect direct water views even from laying down on the bed. Cannot put into words how beautiful the grounds are, from the fire pit area, terrace restaurant, and pool, water views everywhere and view of Pridwin. Plenty of property to walk around and enjoy, and although on island- a lot to do at the property. Tennis courts, pool, nook, game room, bar/lounge, firepits, etc. We sat on the terrace outside although a little chilly couldn't beat the view. The bar inside is very unique and has a retro feel. Everything reminded us of the movie the Parent Trap meets Dirty Dancing. Old school estate with glamping feel. Hannah, Jack, Pascal and Lawrence at the desk were so friendly and helpful during our stay and will go out of their way to make sure you're enjoying yourself. Can't wait to go back!…
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Date of stay: September 2023Trip type: Traveled with friends
Value
Location
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Hotel's Favorite
We stayed here in Nov 2022 on a great off season deal for a deluxe water view. The hotel is very clean and well maintained. Every employee we came into contact with was friendly and super helpful. I highly recommend this place especially if you get an off-season deal. Super relaxing, clean and well maintained.
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Date of stay: November 2022Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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While staying at Baron’s Cove in Sag Harbor, the sister property to the Pridwin, reciprocal use of properties is offered. One day of our stay we spent an afternoon poolside at the absolutely gorgeous Pridwin!! We fell in love with this charming and place, and will definitely book here in the future. Usually there is a free boat shuttle to the Pridwin, though sadly not running the days of our stay. The food at the restaurant is very good with an ample selection of choices. The staff..especially Jillian at the bar were very friendly and helpful!! Really enjoyed our time here!!
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Date of stay: September 2023Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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DO NOT CHOOSE THIS HOTEL!!! Huge Disappointment!! We reserved several cabins 13 months in advance for a family 60th Birthday Celebration. Pridwin was happy to capture the down payment ( and collect interest on our money ). I did not reserve these cabins through the general reservation line. I am a world traveler with extensive experience booking hotels. I called the front desk ( manager ) to inquire about availability of the cabins we desired. We had very specific requests to accommodate our guests. The front desk manager informed me the weekend we selected was wide open with the specific cabins we had selected. He went through each and every cabin’s availability. He also shared that wedding reservations had to be secured 12 months in advance which none were on the books at that time. He assured me if we secured the cabins it was not a problem to be concerned with. First come, first serve! Ironically, that was not accurate! On September 7th over one month after I secured cabins for $30,000 for a three night stay)… $15K paid in a deposit, I received a call from the event planner ( Terri ) who was charged with telling me they had made a “mistake”. She tried to claim an error had occurred in their online reservation service. When I told her I had actually called the front desk of that specific hotel personally to make reservations, she was in quite a kerfuffle. She talked in circles which only validated her lies. Bottom line, Pridwin will cancel you on a dime for a better paying reservation. I had received emails from the concierge about reserving spa reservations and other activities. Hard to believe this was an innocent mistake. I’d give zero stars if it was an option. I would 100% suggest you look at other lovely hotels. The Pridwin will break your heart or disappoint you in more ways than one!…
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Date of stay: September 2023Trip type: Traveled with family
Value
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
The experience of dining and docking our boat at the the Pridwin yesterday was a lovely and delightful experience, thanks to the general manager Jackson. We had a tricky boating situation which could have cancelled our anniversary dining reservations with friends. However, Jackson came to the rescue and resolved the issues with good grace, warmth and generous hospitality. Thank you Jackson. We thoroughly enjoyed ourselves and will return.
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Date of stay: August 2023Trip type: Traveled with friends
Value
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
The best experience on East LongIsland, and Hamptons for many years. They renovated Pridwin after covid. Everything is new, but the charm and class and style -Is old school. For discriminated traveler who knows a thing or two about good style. Unmistakable feeling of English Club, with the manager/concierge Pascal attending to every little detail. There are not many hotels in Hamptons/Eastern Long Island where the management walks the grounds all day day long, noticing even very small details and giver orders to staff to take care of it immediately. This attention to details make for impeccable service. Workers are busy since 6 am setting coffee, bringing logs, polishing what needs to be polished. It is such a delight. Our only concern that once more people discover how beautiful it is now, after renovations, it will be impossible to book it...…
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Date of stay: August 2023Trip type: Traveled as a couple
Value
Location
Service
Room Tip: It is English CLub on Long Island, NY. Whoever knows what it means - will understand and will run...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
2 Helpful votes
Helpful
Staying at the Pridwin Hotel truly feels like a nostalgic dive back into the Long Island Sound life of the 1930s, and just like the 1930s, there was no food delivery option after hours. So bring food.
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Date of stay: July 2023Trip type: Traveled with friends
Value
Location
Service
Room Tip: Bring snacks and food because after the restaurant closes, there are no delivery or pick up...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
We love the Pridwin - so much so that our daughter got married there pre-pandemic. This is the first time we stayed after the renovation and we were not disappointed. We booked a water view room which was relaxing and well stocked. The staff went out of their way to make us feel welcomed and when we requested more pillows they were at the door within minutes. Although the resort was 70% full, it never felt crowded.
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Date of stay: June 2023Trip type: Traveled as a couple
Value
Location
Service
Room Tip: This is a pricey resort. Book mid week or off season and it becomes quite reasonable.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
+1
I loved so many things about the newly renovated Pridwin. The history of a long-time country coastal resort, updated with high quality modern design and amenities make it a truly special place. I did not have an opportunity to enjoy the spa, tennis, gym, water a doctors, but will definitely plan to do so on a future stay. Highly recommend.
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Date of stay: June 2023Trip type: Traveled with family
Value
Location
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
This restored resort has everything you need for a peaceful, relaxing getaway . The location is beautiful across the street from the beach. The main building has a great porch where you can relax by a fireplace and have drinks. They also have a pool and tennis courts and bicycles to explore the beautiful island. The meals are wonderful as well. They also have cottages with private decks and gas fireplaces if you want more privacy. The staff is very friendly and helpful and accommodating to make your stay very enjoyable.
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Date of stay: May 2023Trip type: Traveled as a couple
Room Tip: Nice to get there off season to avoid the crowds.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Not the right property for you?
There are more places to choose from in the Shelter Island area.
PRICE RANGE
$383 - $589 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
pridwin shelter island, pridwin hotel shelter island
LOCATION
United StatesNew YorkLong IslandHamptonsShelter Island
NUMBER OF ROOMS
49
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Claim Your ListingTHE PRIDWIN HOTEL AND COTTAGES - Updated 2023 Prices & Reviews (Shelter Island, NY)
Frequently Asked Questions about The Pridwin Hotel and Cottages
Which popular attractions are close to The Pridwin Hotel and Cottages?
Nearby attractions include Antique Carousel (2.3 miles), Mashomack Preserve (3.1 miles), and Lavender By The Bay (4.0 miles).
What are some of the property amenities at The Pridwin Hotel and Cottages?
Some of the more popular amenities offered include free wifi, a pool, and an on-site restaurant.
What food & drink options are available at The Pridwin Hotel and Cottages?
Guests can enjoy an on-site restaurant, a lounge, and breakfast during their stay.
Is parking available at The Pridwin Hotel and Cottages?
Yes, free parking is available to guests.
What are some restaurants close to The Pridwin Hotel and Cottages?
Conveniently located restaurants include Southold Fish Market, Sterlington Deli, and Lucharito's.
Are there opportunities to exercise at The Pridwin Hotel and Cottages?
Yes, guests have access to a pool during their stay.
Does The Pridwin Hotel and Cottages offer any business services?
Yes, it conveniently offers meeting rooms, a banquet room, and conference facilities.
Are there any historical sites close to The Pridwin Hotel and Cottages?
Many travelers enjoy visiting Shelter Island Historical Society (2.3 miles), The Village Blacksmith (2.4 miles), and 1840 School House Museum (2.4 miles).
Does The Pridwin Hotel and Cottages have any great views?
Yes, guests often enjoy the ocean view available here.