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All 5 Shelter Island hotels

Dering Harbor Inn

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13 Winthrop Road, Shelter Island, NY 11965
Hotel amenities
Dering Harbor Inn
Ranked #1 of 5 Hotels in Shelter Island
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37 reviews from our community

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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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12 reviews 12 reviews
8 hotel reviews
35 helpful votes 35 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 The Dering Inn was a cute little resort, definitely outdated, but it is still very clean and well...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 

Was this review helpful? Yes 3
New York, New York, United States
Senior Reviewer
6 reviews 6 reviews
2 helpful votes 2 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 

Was this review helpful? Yes 2
New York City, New York
Senior Contributor
42 reviews 42 reviews
14 hotel reviews
28 helpful votes 28 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
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
1 helpful vote 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
Top Contributor
98 reviews 98 reviews
12 hotel reviews
90 helpful votes 90 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
Senior Contributor
39 reviews 39 reviews
16 hotel reviews
30 helpful votes 30 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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Stewart Manor, New York
2 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed July 21, 2014

We stayed at the Dering Harbor Inn while our kids were in sleep-away camp nearby and it was perfect. Sherrie could not have been more helpful. She answered any questions before-hand, was so welcoming and helpful, you kind of feel like family, they are there to make your stay wonderful. Our room was just what we needed. We stayed in... More 

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14 reviews 14 reviews
7 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed July 11, 2014

My husband and I stayed the end of June and once again it was a wonderful stay. The room was updated in the bathroom and the other rooms are always welcoming. Sherri is the best at helping with reservations, and accommodations. The views of the harbor are spectacular from our porch and we can't wait till October to hopefully return.... More 

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Additional Information about Dering Harbor Inn

Address: 13 Winthrop Road, Shelter Island, NY 11965
Location: United States > New York > Long Island > Hamptons > Shelter Island
Price Range (Based on Average Rates): $$
Number of rooms: 23
Also Known As:
Dering Harbor Hotel Shelter Island

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