Windward Shores

Resort
 

2062 Montauk Highway, East Hampton, NY, United States

Excellent257 verified ratings
8.3

$178

Cheapest rate

rate per night

Provider
Nightly total
$178
$345
$636
4 more Windward Shores deals
4 more Windward Shores deals

Best deals for Windward Shores

Explore the most appealing deals available for Windward Shores, ensuring you get the best value for your stay. Properties were last updated on October 30, 2025.
Thu 11/6
Fri 11/7
Queen room
bed type unknown
$178
nightly with fees
bed type unknown
$345
nightly with fees
2 twin beds
$636
nightly with fees
Deluxe room
bed type unknown
$296
nightly with fees
bed type unknown
$611
nightly with fees
bed type unknown
$708
nightly with fees
Superior room
bed type unknown
$660
nightly with fees
King room
bed type unknown
$292
nightly with fees
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, including fees but not including taxes.
Best priceguarantee

About Windward Shores

Discover essential information, amenities, and features of Windward Shores, providing insights into what to expect during your stay. Information on this property was last updated on October 30, 2025.

Good to Know

Check-in time4:00 PM
Check-out time11:00 AM
Payment & CancellationPolicies vary by room type and provider.
Front desk number+1 631 267 8600

Perks and amenities at Windward Shores

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Windward Shores
  • Private beach
  • Tennis
  • Free Wi-Fi
  • Cable or satellite TV
  • Hairdryer
  • Microwave
  • Refrigerator
  • Air-conditioned
  • Kitchenette
  • Non-smoking rooms available

General

  • Cable or satellite TV
  • Private beach
  • Microwave
  • Non-smoking rooms available
  • Air-conditioned
  • Refrigerator
  • Designated smoking area
  • Kitchenette
  • Hairdryer

Activities

  • Tennis

Reviews for Windward Shores

Read firsthand reviews and testimonials from guests who have stayed at Windward Shores, providing insights into their experiences. Travelers have left 257 reviews of Windward Shores to date. Review data was last updated on October 30, 2025.
8.3
Very good257 verified ratings
8.1Friends
8.3Couples
8.2Solo
8.3Families
Pros +
  • Comfortable bed. (in 1 review)
  • "Beautiful location, oceanfront overlooking dunes, sound of the waves crashing from the patio" (in 2 reviews)
  • "Small bedroom, little drawer space" (in 3 reviews)
Cons -
  • "Heated pool was very nice, though loud kids ruined an afternoon swim." (in 4 reviews)
  • "Comfortable bed, but old linen" (in 1 review)
  • the bed was very uncomfortable. (in 13 reviews)
No reviews found. Try removing a filter, changing your search, or clear all to view reviews.

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Recommended hotels

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Explore East Hampton

Windward Shores is located at 2062 Montauk Highway in the neighborhood of East Hampton. Popular landmark data was lasted updated on October 30, 2025.

Most Popular Landmarks

Hook Windmill

14 mins drive

8.1 mi

Pollack-Krasner House and Studio

16 mins drive

9.3 mi

Osborn-Jackson House Museum

15 mins drive

8.4 mi

Wolfur Estates Winery

27 mins drive

14.0 mi

Hook Windmill

14 mins drive

8.1 mi

Pollack-Krasner House and Studio

16 mins drive

9.3 mi

Osborn-Jackson House Museum

15 mins drive

8.4 mi

Wolfur Estates Winery

27 mins drive

14.0 mi

Rental Cars

$99 daily average

Rental cars in East Hampton

Closest Airports

Flights to Islip Long Island

FAQs when booking at Windward Shores

Find answers to commonly asked questions regarding reservations, amenities, policies, and more when booking a stay at Windward Shores. FAQs were last updated on October 30, 2025.

  • Is pricing at Windward Shores comparable to 3 star hotels in East Hampton?

    Hotels in East Hampton that are rated 3 stars generally cost $376/night, but on average, Windward Shores is available for 57% less than the average rate in the area. You can usually enjoy a stay at Windward Shores for $164/night. This is a great deal for HotelsCombined users planning to visit East Hampton.

  • How close is Windward Shores to the nearest airport, Islip Long Island Airport?

    The distance between the closest airport, Islip Long Island Airport, and Windward Shores is 57.1 mi and the expected drive time is about 1h 54m. Your drive time between the two can vary based on the time of day and traffic trends of the area.

  • What is the best way for guests to get from Islip Long Island Airport to Windward Shores?

    Rideshare apps and taxis remain a very common solution for Windward Shores guests. This is often the most cost-effective method of transportation when visiting East Hampton.

  • What is the Windward Shores phone number?

    The best way to contact Windward Shores is by calling +1 631 267 8600.

  • Does Windward Shores have Wi-Fi available?

    Yes, Windward Shores has Wi-Fi available to hotel guests.

  • What is the check-out time at Windward Shores?

    The standard check-out time at Windward Shores is 11:00 AM. Guests can usually check-in from 4:00 PM. Special arrangements may be available if discussed with the front desk.

  • How much does it cost to stay at Windward Shores, East Hampton?

    On average, guests have been paying $164 per night to stay at Windward Shores. Some users have found rooms as low as $146 per night. Enter your dates in the form above to see the price rates available for your stay.

  • What is the cheapest month to stay at Windward Shores?

    For the best chance to save money on your Windward Shores reservation, consider staying in January, when prices are typically at their lowest ($166).

  • What is the cheapest day to check into Windward Shores?

    Consider checking into Windward Shores on Monday, when the nightly price is typically at its lowest (average nightly rate of $193).

See more FAQs

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