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Dering Harbor Inn

13 Winthrop Road, Shelter Island, NY 11965
Dering Harbor Inn
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39 reviews from our community

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Traveler rating
    27
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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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Arlington, Vermont
Level Contributor
53 reviews
19 hotel reviews
common_n_hotel_reviews_1bd8 47 helpful votes
5 of 5 stars Reviewed 1 week ago

Shelter Island is surrounded by water; why would you stay anywhere that does not offer a water view? Dering Harbor Inn offer the most spectacular view of the exquisitely beautiful Harbor. I grew up vacationing here, and it has retained the same charm and integrity after all the years. The suites are spotlessly clean and comfortable. My one and only... More 

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New York City, New York
Level Contributor
63 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 17 helpful votes
5 of 5 stars Reviewed May 28, 2015

I will be docking my boat at Dering Harbor Inn, the place looks very nice, the grounds are beautiful and the waterfront pristine. Location is easy to get to, both driving and water. Pool looks quite inviting, lots of tennis courts.

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Level Contributor
13 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 45 helpful votes
5 of 5 stars Reviewed November 19, 2014

This ended up being a great vacation. We have passed by Shelter Island while in Greenport but never ventured over with the ferry. Let me say, I probably will never go to another resort on the North Fork of Long Island again. The Dering Inn was a cute little resort, definitely outdated, but it is still very clean and well... More 

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New York, New York, United States
Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 6 helpful votes
3 of 5 stars Reviewed October 29, 2014

The Dering Harbor Inn is very quiet and peaceful. There's a strong impression from the owners of the individual condos that you are not wanted there as a guest. The rooms and amenities are clean and lovely but very dated. The view is incredible. The on site amenities are so/so, and the pool closes earlier for the season than any... More 

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New York City, New York
Level Contributor
44 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 34 helpful votes
3 of 5 stars Reviewed October 22, 2014

I absolutely loved our experience in Shelter Island. It is a stunning place and so much fun. I adored biking everything and not having to worry about a car. I also went on a few beautiful runs. I love the gorgeous houses and scenery. However, I would not say that I loved this hotel. The location is just so so.... More 

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1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed October 15, 2014

Really, really loved this place. Our unit (#9) was spectacular and so were Sherrie and Barbara. We were on a surprise mission with another couple and those ladies helped us immensely...right down to the smallest detail. We were there in the off season and everything was beautiful and so peaceful. I am from Long Island (originally) and thought I had... More 

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Carmel, New York
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed August 15, 2014

This was the second trip in four years that my family stayed at the Dering Harbor Inn (Suite 17). The suite is beautifully decorated, well-maintained and perfect for a young family of four. Mornings and evenings were spent peering at the beautiful harbor from Suite 17's deck and days were spent running around the island to find beaches to relax.... More 

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Lynbrook, New York
Level Contributor
118 reviews
12 hotel reviews
common_n_hotel_reviews_1bd8 97 helpful votes
5 of 5 stars Reviewed August 6, 2014

I visited for fourth time Shelter Island and I always choose Dering Harbor Inn because the price and also the view and beautiful rooms. There are other great options in the Island to stay but you need to pay double of what Dering Harbor charge. The Ladies at the counter are so nice and helpful, they will give you all... More 

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Berkshire, United Kingdom
Level Contributor
39 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 31 helpful votes
2 of 5 stars Reviewed August 3, 2014

Expensive because of the time year but the 'suite' (17) was like stepping back into 1975, dark pine wood, old kitchen appliances, dusty bed blankets. 2 adults and 2 kids slept there and the third bed (2 and 3 we're pull outs) was awful - served up 2 really bad nights sleep. The welcome was friendly, front desk very enthusiastic... More 

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New York City, New York
2 reviews
4 of 5 stars Reviewed July 29, 2014

We recently held our wedding here, under a tent on the lawn on the corner of the property. It was great! The setting is extraordinary. We were able to watch a beautiful sunset over the harbor, and the venue benefitted from a constant light breeze which was perfect for a July wedding. There was plenty of space for us to... More 

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