Windward Shores Amagansett Amenities photoWindward Shores Amagansett Exterior photoWindward Shores Amagansett Room photo

Windward Shores, Amagansett

Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From178US$ /night
Check-in
23May2026Select date
Check-out
24May2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2062 Montauk Hwy, Amagansett, New York, United States
Great
8.3
8.9
/10
4.0
4.1
/5

Windward Shores is a 3-star Amagansett hotel featuring a private beach and seasonal heated outdoor pool. This oceanfront resort is situated on 5 acres of landscaped grounds and provides direct access to the Atlantic Ocean.

Rooms & Amenities

Windward Shores offers 45 luxury guest rooms including studios and one-bedroom lofts, each equipped with a fully equipped kitchen and living area. Many accommodations provide private decks with ocean, bay, or dune views allowing guests to enjoy the scenery.

Leisure & Services

Guests have access to amenities including two tennis courts, a guest lounge with fitness equipment, and children's recreational facilities. Daily housekeeping is provided and Wi-Fi is available throughout the property.

Dining & Nearby Options

Outdoor facilities include a BBQ and picnic area, while the property features cabana service during the summer months. Nearby attractions include Napeague State Park and Hither Hills, both offering outdoor activities.

Transportation & Nearby Landmarks

Windward Shores is a 13-minute drive from East Hampton Airport and Maidstone Golf Club. Parking is available on-site for guests traveling by car.

View all

Select your room type

Windward Shores offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Studio
2 persons
370 sq. feet 
1 King-size bed
Coffee machine
Heating
Deluxe Studio
2 persons
370 sq. feet 
1 King-size bed
Coffee machine
Heating
King Studio
2 persons
1 King-size bed
Air conditioning
Two-Bedroom Apartment
2 persons
2 Single beds
Air conditioning
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Windward Shores offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.4/10Review score

General

  • No smoking on site
  • Free Wi-Fi in public areas
  • Parking
  • No pets allowed
  • Vending machines

Sports & Fitness

  • Tennis court
  • Golf course
  • Fishing

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Laundry

Dining

  • Outdoor dining area

Spa & Leisure

  • Seasonal outdoor pool
  • Heated swimming pool
  • Beach access
  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Dressing area
  • Patio
  • Terrace
  • Dining table

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
Show more

Windward Shores Location

2062 Montauk Hwy, Amagansett, New York, United States
Map view
2062 Montauk Hwy, Amagansett, New York, United States
Nearby
Montauk Point Lighthouse
1700 ft
Restaurants
Lobster Roll Restaurant
2900 ft
1980 Montauk Hwy
The Lobster Roll
2900 ft
1980 Montauk Highway
Getting around
City Centre
Amagansett14 min  ·  5.6 mi
Airports
Long Island MacArthur (ISP)147 min  ·  60.8 mi
Tweed-New Haven (HVN)238 min  ·  98.4 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
Property information and rules
Check-in
from 16:00-17:00
Check-out
until 11 am
Guest Parking
Private parking is possible at a location nearby for free.
Internet
Wireless internet is available in public areas for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
77

Reviews and Ratings

Feedback about Windward Shores from previous guests about their experience.
Review score
Based on 85 verified reviews
8.2/10
Great
77%
Recommend
Breakfast
7.5/10
Cleanliness
8.3/10
Comfort
8.4/10
Facilities
8.4/10
Free Wi-Fi
7.5/10
Location
8.8/10
Paid Wi-Fi
10.0/10
Staff
8.8/10
Value for money
7.8/10
Guest reviews
based on 94 reviews
8.3/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews

Next best alternative

Consider them for your next trip.
Check-in
23May2026Select date
Check-out
24May2026Select date
Rooms and Guests2 Guests, 1 Room