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All 2 Amagansett accommodations

Windward Shores

2062 Montauk Highway, Amagansett, NY 11930
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A recent review
  • Reviews (34)
  • Photos (19)
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  • Room tips (10)
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34 people have reviewed this hotel

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    3.5 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4 of 5 stars
Traveler tips help you choose the right room.   Room tips (10)
Date | Rating
  • English first
  • French first
  • Any
English first
1 review
4 of 5 stars Reviewed yesterday NEW

If you are visiting Amagansett strictly for location, which we basically do, this is the perfect place for the family. The view from units 44,43 and 42 up top simply cannot be beat. Other top units are beach front but the dunes are in the way of ocean view, still a perfect location in my opinion. The units are large... More

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Akron, Ohio
1 review
1 helpful vote 1 helpful vote
1 of 5 stars Reviewed June 17, 2014

One of the worst "hotel properties" I have ever stayed in. I realize this was a "beach" property, but for $300 a night, it was ridiculous. I have stayed in better Motel 6 type properties. Many units are owned by individual investors who take better or worse care of their units. We stayed in unit 127 - avoid it. Front... More

Was this review helpful? Yes 1
New York City, New York
Senior Contributor
26 reviews 26 reviews
6 hotel reviews
17 helpful votes 17 helpful votes
4 of 5 stars Reviewed July 16, 2013 via mobile

We travel here at least 10 times during the summer. Not enough of course! Windward Shores is my favorites Dunes resort and I have used them for the past 15 years. The location is perfect! We enjoy the East Hamptons and Montauk and WS is right in-between both. We alo head to Sag Harbor as well. The rooms have a... More

Was this review helpful? Yes 3
Senior Reviewer
6 reviews 6 reviews
4 of 5 stars Reviewed July 12, 2013 via mobile

First time in Long Island, first time in Montauk, first time in Windward Shores. We got this room at the very last minute (it was 5 pm and we were asking for sleeping there that night). Awesome room, the view was amazing and the receptionist really helpful. There's a pool, though the private beach is really a place you have... More

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ManagerWindward, General Manager at Windward Shores, responded to this review

I was so pleased to read your very nice review regarding Windward Shores Ocean Resort, and very happy to know you enjoyed your time with us. Now that you have experienced the Montauk and Amagansett areas, we hope you will return when your schedule allows. We look forward to welcoming you back to Windward Shores a "second time." More

Ocean Isle Beach, North Carolina
Senior Contributor
44 reviews 44 reviews
25 hotel reviews
27 helpful votes 27 helpful votes
4 of 5 stars Reviewed July 3, 2013

This was our first time staying at Windward Shores after 32+ years of traveling to Montauk and we were very pleasantly surprised. We requested two bedroom, ocean front/ocean view to accommodate our group of four. Reservations were easy and our needs were met. Our unit had the feel of apartment-style living. Downstairs has a private queen bedroom (minimal closet space)... More

Was this review helpful? Yes 2
ManagerWindward, General Manager at Windward Shores, responded to this review

Thank you for taking the time to write such a nice review about Windward Shores Ocean Resort. I shared your comments with our staff, property management and the owner of the unit you occupied. We strive for excellence here and it is indeed rewarding when those efforts are recognized by our guests. During your stay, our electric provider (LIPA) was... More

Ronkonkoma, New York
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 21, 2013

Great location. You walk out your door through the dunes to the ocean. The two bedroom suite was spacious and slept everyone comfortably. The manager, Laurie, was so helpful and her staff- Amanda, Karen and Emma, were equally friendly, helpful and accommodating. Fantastic off season rates! Looking forward to visiting again in September, this time for girls weekend getaway! -Katherine

Was this review helpful? Yes 1
ManagerWindward, General Manager at Windward Shores, responded to this review

Dear Katherine: Thank you the wonderful comments you posted regarding Windward Shores. The staff were thrilled to be recognized! We are all pleased that you enjoyed our facilities and your time here, and look forward to welcoming you back in September! Kind Regards, Team Windward More

Yonkers, New York
4 reviews 4 reviews
4 hotel reviews
7 helpful votes 7 helpful votes
4 of 5 stars Reviewed June 7, 2013 via mobile

We had a newly renovated room, it was a studio & nice. Our friends stayed in a two bedroom unit that was VERY nice. The lower rooms have "dune view" so you don't really see or hear the ocean., but its a short walk away.

Was this review helpful? Yes 1
ManagerWindward, General Manager at Windward Shores, responded to this review

Thank you for your very positive review. We renovated many studios and suites this past winter, and look forward to our guests enjoying these as well as our beautiful facilities this summer season. Hope to welcome you back! More

New York City, New York
Senior Contributor
22 reviews 22 reviews
16 hotel reviews
41 helpful votes 41 helpful votes
5 of 5 stars Reviewed February 4, 2013

I have stayed here many times. If you want to get away to a sleepy village in the middle of Winter, then here you should go. Windward Shores is in Amagansett & borders Montauk. In February there is nothing to do but eat at John's Pancakes, shop at Go Local & relax. In the Summer this is a whole different... More

Was this review helpful? Yes 1
Southampton, New York
Senior Contributor
31 reviews 31 reviews
9 hotel reviews
21 helpful votes 21 helpful votes
1 of 5 stars Reviewed December 21, 2012

We recommended Windward Shores to our wedding guests, etc., and reservations were lost, double-charged, etc. Some guests advised of 2 night minimums, others were able to book a single night stay. The management were combative, disorganized and extraordinarily dishonest. GM Ken Kalafut lied to us on several points, making this a nightmare weekend. The topper: A group of our guests... More

Was this review helpful? Yes 4
ManagerWindward, Manager at Windward Shores, responded to this review

An earlier version of this review was removed by tripadvisor.com staff in October 2012. Only one of the claims in this and the previous review is true. We are contacting tripadvisor.com staff regarding why this review has been reposted albeit under a slightly different handle, avatar and somewhat rewritten text, and requesting that it be removed immediately. Tripadvisor.com does indeed... More

New York
Top Contributor
58 reviews 58 reviews
17 hotel reviews
29 helpful votes 29 helpful votes
3 of 5 stars Reviewed October 14, 2012

Looked for a place in Montauk for a Saturday but couldn't find one. The Windward was on the way and the price was right. $95 for a Saturday night for a studio which we took advantage of by having our breakfast in.. It was a comfortable room with a complete kitchen. It was very clean but in need of updating.... More

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Additional Information about Windward Shores

Address: 2062 Montauk Highway, Amagansett, NY 11930
Location: United States > New York > Long Island > Hamptons > Amagansett
Price Range (Based on Average Rates): $
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Room/suite (4)
Other (3)


Beach Free High Speed Internet ( WiFi ) Free Parking Kitchenette Swimming Pool
Official Description (provided by the hotel)
Windward Shores is a year-round exclusive luxury resort located on the pristine ocean beaches of Napeague. Windward Shores offers luxurious studio apartments and executive suites. The studios are uniquely furnished and present a spacious merger of kitchen, dining room and living room. Private decks for your sunbathing or entertaining afford you extra relaxation right at your doorstep. ... more   less 
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