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.
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
34 sq. feet
1 King-size bed
Air conditioning
Heating
room details
Deluxe Studio
2 persons
34 sq. feet
1 King-size bed
Air conditioning
Heating
room details
West Two Bedroom Suite
2 persons
57 sq. feet
2 Single beds
Air conditioning
Balcony
room details
Show all rooms
Room Rates & Availability Calendar
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August 2026 - August 2027
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Check-in/ Check-out
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
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,
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
Amagansett 14 min · 5.6 mi
Airports
Long Island MacArthur (ISP) 147 min · 60.8 mi
Tweed-New Haven (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:
77
Reviews and Ratings
Feedback about Windward Shores from previous guests about their experience.
Review score
Based on 67 verified reviews
8.1 /10
Great
76 %
Recommend
Breakfast
7.5/10
Cleanliness
8.7/10
Comfort
8.4/10
Facilities
8.6/10
Free WiFi
8.1/10
Location
8.9/10
Paid Wi-Fi
10.0/10
Staff
9.2/10
Value for money
8.1/10
Pros
Clean grounds
Ocean location
Cons
No air conditioning
Dated furnishings
Guest reviews
based on 88 reviews
8.6/10
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.