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From178US$ /night
Check-in
24Mar2026Select date
Check-out
25Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2062 Montauk Hwy, Amagansett, New York, United States
-
Near Napeague Beach
Great
8.3
8.9
/10
4.1
4.1
/5

Windward Shores - An oceanfront 3-star resort with private beach access, studios, and suites featuring fully equipped kitchens

Windward Shores offers 45 air-conditioned studios and suites, each with a fully equipped kitchen, living/dining area, and private patio or deck overlooking ocean, bay, or dunes. The property includes an outdoor heated pool, two tennis courts, and direct access to a private beach via a boardwalk. A shared guest lounge features a treadmill and stationary bike, while free Wi-Fi and premium cable TV are available throughout the accommodations. Located on 5 landscaped acres in Amagansett, Windward Shores is a 13-minute drive from East Hampton Airport and Maidstone Golf Club. Nearby landmarks include Napeague Beach (1 km away) and Amsterdam Beach State Park. Daily housekeeping and in-season cabana service are provided at the resort.

Pros

Private beach access with a boardwalk and seasonal cabana service.

Spacious studios and suites with fully equipped kitchens and ocean, bay, or dune views.

Two tennis courts and a seasonal heated outdoor pool.

Free Wi-Fi and premium cable TV in all accommodations.

Cons

No on-site restaurant or dining options beyond self-catering.

The heated outdoor pool is only available seasonally.

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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
Apartment Sea View
2 persons
1 King-size bed and 1 Sofa bed
Two-Bedroom Apartment
2 persons
2 Single beds
Superior Studio
2 persons
1 King-size bed
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Room Rates & Availability Calendar

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Facilities

Windward Shores offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.6/10Review 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

Children

  • Cots

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
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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
Explore Amagansett
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Montauk Point Lighthouse
20 minutes' walk
Historic lighthouse offering stunning ocean views and guided tours, showcasing maritime history.
Hither Hills State Park
30 minutes walking
Scenic state park with hiking trails, picnic areas, and access to beautiful beaches.
Victor D'Amico Institute of Art
20 minutes' walk
Art institute featuring exhibitions, workshops, and a vibrant community-focused atmosphere.
Surfing at Napeague Beach
18 minutes walking
Challenging surfing spots for thrill-seekers with nearby rental services available.
Yoga at Hither Hills
30 minutes walking
Relaxing outdoor yoga sessions amid nature, perfect for wellness seekers.
Lobster Roll Restaurant
11 minutes' walk
Casual eatery known for fresh seafood and classic lobster rolls, cozy ambiance.
The Lobster Roll
11 minutes' walk
Popular spot for a laid-back vibe serving local specialties and seasonal dishes.
The Art Barge
5 minutes' drive
Unique art space with rotating exhibitions and occasional live performances, fostering creativity.
Amagansett Farmers Market
5 minutes' drive
Local market featuring fresh produce, artisanal goods, and live music in a vibrant atmosphere.
Getting around
City Centre
Amagansett14 min  ·  5.6 mi
Airports
Long Island MacArthur Airport (ISP)147 min  ·  60.8 mi
Tweed-New Haven Airport (HVN)238 min  ·  98.4 mi
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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:
76

Reviews and Ratings

Feedback about Windward Shores from previous guests about their experience.
Review score
Based on 72 verified reviews
8.3/10
Great
78%
Recommend
Breakfast
7.4/10
Cleanliness
8.5/10
Comfort
8.5/10
Facilities
8.6/10
Free Wi-Fi
8.0/10
Location
9.0/10
Paid Wi-Fi
10.0/10
Staff
8.9/10
Value for money
8.0/10
Pros
Clean grounds
Ocean location
Cons
No air conditioning
Dated furnishings
Guest reviews
based on 105 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.
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FAQs
About Windward Shores
What are the check-in and check-out times at Windward Shores?
Check-in is at 16:00, and check-out is by 11:00.
How far is Windward Shores from East Hampton Airport?
The hotel is 15 km from East Hampton Airport, which is approximately a 13-minute drive.
What recreational facilities are available at Windward Shores?
The hotel features two tennis courts, a seasonal outdoor heated pool, and direct access to a private beach.
What kitchen amenities are provided in the accommodations at Windward Shores?
Each accommodation includes a fully equipped kitchen with a refrigerator, stovetop, microwave, and dishwasher.
Is parking available at Windward Shores?
Private parking is available on-site free of charge, but reservation is needed.
Are there any nearby attractions to Windward Shores?
Nearby attractions include Maidstone Golf Club (approximately 13 km away) and Montauk Point State Park (approximately 10 km away).
What are the room amenities available at Windward Shores?
Rooms feature air conditioning, a flat-screen cable TV, and a private patio.
What types of rooms are available at Windward Shores?
The hotel offers spacious studio and one-bedroom loft-style accommodations.
What services are included for guests at Windward Shores?
The hotel provides daily housekeeping and complimentary Wi-Fi throughout the property.
What are the highlights of Windward Shores?
Highlights include a private beach, seasonal cabana service, two tennis courts, and a heated outdoor pool.

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Rooms and Guests2 Guests, 1 Room