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Traveler (56)
Panoramas (7)
Room & Suite (121)


#1 of 2 Specialty lodging in Amagansett
Windward Shores Ocean Resort is a year-round exclusive luxury resort located on the pristine ocean beaches of Napeague in Amagansett. Windward Shores offers luxurious studios and two bedroom duplex suites offering fully equipped kitchens,living and dining areas and private decks for sunbathing or entertaining.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Laundry Service
Outdoor pool
Self-Serve Laundry
Tennis Court
Room features
Non-smoking rooms
Good to know
Great View
24Room tips
Traveler rating
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Popular mentions
I've been going out to Montauk (only during Jan/Feb) and staying at Windward Shores for several years now. Here are my pros and cons. Pros: affordable (some of the best rates for what you get), fully equiped kitchen, decent size bathtub, lovely views, on the beach, overall
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The room was on the second level with a beautiful view of the beach, The ladies at the front desk were very friendly and helpful. room was ok with a spiral staircase to the loft level with twin beds and full bath lower level a pull pou coach and queen size bed with another full
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My husband and I, born and raised in NYC, now living in Westchester County, NY, have been coming to Montauk/Amagansett almost every year for 25 years and have stayed in many palces in the area, including private (small) home rentals, Hartmann's, Beachcomber, Hermitage, Surf Club
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Response from windwardmanager, Manager at Windward Shores
Responded Oct 2, 2009
In response to your negative comment, may we have a word? Had we known during your 7 night stay that you were not satisfied with your accommodations we would have reached out to do our best to please you. We can not help if we do not know. As a co-op these units are individually owned and some owners prefer to keep their units in its almost original state (all units have been upgraded through the years), other unit owners have had total renovations. Personal preference concerning homeowner’s tastes is always a very sensitive matter. As you know our units are very clean and fully stocked from dishes to paper towels, etc. The response about noise was taken out of context; when you told us the next day about the noise we explained that we have an on site superintendent 24/7 that would of rectified the problem, since our office closed at 11PM. Windward Shores prides itself on tranquility, lush grounds, pristine pool and long quiet beach. Our resort was 100% occupied at the time of your stay, that’s the beauty. Our email to you on Sept. 19 was ignored; we offered you a discount on a future stay so that we can try to satisfy you. You also should have no complaints about the cost of your stay in August. Dune Management (managing agent) appreciate ALL comments and try’s there best to change or fix these or any matters concerning our properties in Amagansett and Montauk Manager at Windward Shores
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Pleasantly surprised as the room was better than we were expecting. The pool area is clean, large and well maintained. The beach is beautiful. Plenty of beach/pool chairs and umbrellas. The only negative is that there were a lot of bugs - gnats, green flys, etc - even in
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Since the time i placed the call to make the reservation, I knew that this was the place for me. The reservationist took her time, was very accomodating for information about restaurants and things to do in the area.
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$198 - $658 (Based on Average Rates for a Standard Room)
United StatesNew YorkLong IslandHamptonsAmagansett
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