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From178US$ /night
Check-in
11Mar2026Select date
Check-out
12Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2062 Montauk Hwy, Amagansett, New York, United States
-
Close to Napeague Beach
Great
8.3
8.9
/10
4.2
4.1
/5

Amenities

Windward Shores is situated directly on the pristine Napeague beaches, featuring a private boardwalk for direct sand access. Guests can enjoy cabana service alongside the seasonal heated outdoor pool and relax in beach chairs with umbrellas. The facility includes mesh tennis courts located on the ocean for recreational activities year-round.

Rooms

The accommodations range from spacious studios to a two-bedroom, two-bath master suite, catering to couples and families. Each room includes a living/dining area, a full kitchen, and private patios or decks that offer views of the ocean, bay, or dunes. Daily housekeeping service and premium cable channels are included, enhancing the stay experience.

Location

Located in the Town of East Hampton and the Hamlet of Amagansett, Windward Shores sits adjacent to a picturesque village, offering easy access to local dining and shopping options. The hotel is within walking distance to the beach and within close proximity to various outdoor activities. Guests can take advantage of beach parking passes for convenient access.

Wellness

A fitness center with state-of-the-art equipment is available for guests who wish to maintain their workout regime while on vacation. The outdoor fire pits provide a cozy setting for relaxation after a day of activities. Seasonal offerings include poolside services that enhance the outdoor experience.

Family-Friendly Amenities

Windward Shores accommodates families with spacious living areas in all rooms and seasonal activities for all ages. The outdoor picnic area is ideal for casual meals outdoors, fostering a community feel. Tennis courts and beach access allow for fun-filled family days by the sea.

Highlights

Location: Private boardwalk to the beach

Rooms: Two bedrooms with ocean views

Wellness: Fitness center & outdoor fire pits

Amenities: Seasonal heated outdoor pool

Recreation: Mesh tennis courts on the ocean

“What I found most appealing here is the combination of generous, loft-style rooms and immediate access to a peaceful beach. The inclusion of full kitchen facilities in every accommodation certainly makes a longer, self-catered stay a genuine option. I think it's well-positioned for those seeking both tranquility and proximity to the Hamptons' busier attractions.”
Hotel logo
James DavidEditor-in-Chief at Cheaphotels
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Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value 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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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking
Facilities: Great
8.5/10Review 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 Experiences
Top Attractions
Activities
Dining
Entertainment
Montauk Point Lighthouse
Montauk Point Lighthouse
5-minute drive
Historic lighthouse with scenic views. Guided tours available, highlighting its rich maritime history.
Hither Hills State Park
Hither Hills State Park
7-minute drive
Nature paradise featuring trails and beach access. Perfect for picnics and family outings.
Napeague Beach
5-minute drive
Stunning sandy shores ideal for sunbathing or beachcombing. A tranquil spot for a relaxing day by the ocean.
Surfing at Napeague Beach
5-minute drive
Thrilling surfing opportunities available. Equipment rentals and lessons can be arranged seasonally.
Biking at Hither Hills State Park
7-minute drive
Extensive biking trails through beautiful landscapes. Rentals nearby with options for all skill levels.
Lobster Roll Restaurant
Lobster Roll Restaurant
11-minute walk
Casual seafood eatery known for its fresh lobster rolls. Family-friendly atmosphere with outdoor seating.
The Lobster Roll
The Lobster Roll
11-minute walk
Local favorite featuring a variety of seafood dishes. Popular for its cozy vibe and fresh ingredients.
The Surf Lodge
10-minute drive
Vibrant venue with live music and DJ nights. Offers a lively atmosphere perfect for evening fun.
Amagansett Square
5-minute drive
Charming area with shops and cafes. Family-friendly events often held, popular among locals and visitors alike.
Getting around town
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

What past guests shared about their stay
Review score
Based on 72 verified reviews
8.3/10
Great
79%
Recommend
Breakfast
7.4/10
Cleanliness
8.4/10
Comfort
8.3/10
Facilities
8.5/10
Free Wi-Fi
8.0/10
Location
9.0/10
Paid Wi-Fi
10.0/10
Staff
8.8/10
Value for money
7.8/10
Pros
Clean grounds
Clean room
Polite receptionist
Early check-in
Cons
No air conditioning
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 at 11:00.
Is there parking available at Windward Shores?
Free private parking is available on-site, but a reservation is needed.
What recreational facilities are available at Windward Shores?
The hotel features an outdoor heated pool, two tennis courts, fishing, and beach access.
What amenities can guests expect in their rooms at Windward Shores?
Rooms include air conditioning, a flat-screen TV, a fully equipped kitchen, and a private patio.
What nearby attractions can guests visit from Windward Shores?
Popular nearby attractions include Montauk Point State Park (12 km), East Hampton Village (8 km), and Maidstone Golf Club (15 km).
How far is Windward Shores from East Hampton Airport?
The hotel is a 15-minute drive (approximately 13 km) from East Hampton Airport.

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Check-in
11Mar2026Select date
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Rooms and Guests2 Guests, 1 Room