Situated on 5 acres of landscaped grounds, this oceanfront resosrt is adjacent to Napeague Harbor, a 10-minute drive from East Hampton. It features 2 tennis courts, an outdoor pool and free Wi-Fi. Montauk is 8 minutes' drive. A fully equipped kitchen and dining area is provided in every accommodation at Windward Shores Ocean Resort. The spacious units include a living area with a flat-screen cable TV. Units also offer a private patio. Seasonal cabana service is available at this resort. Resort Windward Shores is conveniently located along Montauk Point State Parkway. It is a 15-minute drive from East Hampton Airport, and a 13-minute drive from Maidstone Golf Club.

Couples particularly like the location — they rated it 9.1 for a two-person trip.

Distance in property description is calculated using © OpenStreetMap

Property highlights

Top location: Highly rated by recent guests (9.2)

FREE private parking!

Activities:

Tennis court

Golf course (within 3 km)

Fishing


Availability

Select dates to see this property's availability and prices

Room type
Number of guests
 
Bedroom :
2 single beds
and
1 large double bed
Living room:
1 sofa bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
1 large double bed
Bedroom 1:
1 extra-large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
1 extra-large double bed
and
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
1 sofa bed
and
1 large double bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 double beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
1 sofa bed
and
1 large double bed
1 double bed
and
1 large double bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
2 single beds
Living room:
1 sofa bed
Bedroom 1:
1 large double bed
Bedroom 2:
1 large double bed
Living room:
1 sofa bed
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Guest reviews

Categories:

Staff
8.8
Facilities
8.6
Cleanliness
8.6
Comfort
8.6
Value for money
8.2
Location
9.2
Free WiFi
8.4
Select topics to read reviews:

See what guests loved the most:

  • Jacquelyn
    United States United States
    Great room and facilities, great beach access, definitely would like to come back.
  • Wayne
    Canada Canada
    Easy check-in. Cozy and clean. Has everything you need.
  • Coreen
    United States United States
    I love Montauk and I love that there is somewhere I can go that is affordable.

Property surroundings

Resort facilities of Windward Shores
Great facilities! Review score, 8.6

Most popular facilities
  • Outdoor swimming pool
  • Free parking
  • Beachfront
  • Free WiFi
  • Family rooms
  • Non-smoking rooms
Outdoors
  • Beachfront
  • Sun terrace
  • Terrace
  • Garden
Activities
  • Beach
  • Tennis equipment
  • Fishing
  • Golf course (within 3 km)
  • Tennis court
Internet
WiFi is available in public areas and is free of charge.
Parking
Free private parking is possible at a location nearby (reservation is needed).
    Services
    • Daily housekeeping
    • Shared lounge/TV area
    • Vending machine (drinks)
    • Laundry
      Additional charge
    General
    • Designated smoking area
    • Air conditioning
    • Non-smoking throughout
    • Heating
    • Family rooms
    • Non-smoking rooms
    Outdoor swimming pool
    Free!
    • Seasonal
    • Heated pool
    • Fence around pool
    Languages spoken
    • English
    • Spanish

    House rules

    Windward Shores takes special requests - add in the next step!

    Check-in

    From 16:00 to 17:00

    Guests are required to show a photo identification and credit card upon check-in

    Check-out

    Until 11:00

     

    Cancellation/
    prepayment

    Cancellation and prepayment policies vary according to accommodation type. Please enter the dates of your stay and check the conditions of your required room.

    Children and beds

    Child policies

    Children of any age are welcome.

    Children 13 years and above will be charged as adults at this property.

    To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.

    Cot and extra bed policies

    0 - 3 years
    Cot upon request
    Free

    The number of cots allowed is dependent on the option you choose. Please check your selected option for more information.

    There are no extra beds available at this property.

    All cots are subject to availability.

    Age restriction

    The minimum age for check-in is 21

    Pets

    Pets are not allowed.

    Mastercard Visa Discover American Express Windward Shores accepts these cards and reserves the right to temporarily hold an amount prior to arrival.

    The fine print
    Need-to-know information for guests at this property

    Upon check-in photo identification and credit card is required. All special requests are subject to availability upon check-in. Special requests cannot be guaranteed and may incur additional charges.

    Office hours may vary; please call the hotel by 5:00 PM for any questions.

    Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

    FAQs about Windward Shores

    • Yes, this hotel has a pool. Find out the details about the pool and other facilities on this page.

    • The prices at Windward Shores may vary depending on your stay (e.g. dates you select, hotel's policy etc.). See the prices by entering your dates.

    • Windward Shores offers the following activities / services (charges may apply):

      • Tennis court
      • Fishing
      • Golf course (within 3 km)
      • Beachfront
      • Tennis equipment
      • Swimming Pool
      • Beach

    • Check-in at Windward Shores is from 16:00, and check-out is until 11:00.

    • Room options at Windward Shores include:

      • Apartment
      • Studio
      • Double

    • Windward Shores is 5.6 miles from the centre of Amagansett. All distances are measured in straight lines. Actual travel distances may vary.

    • Yes, Windward Shores is popular with guests booking family stays.