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From203US$ /night
Check-in
09Dec2025Select date
Check-out
10Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About Resort

2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States
-
Close to Napeague Beach
Perfect
8.1
9.0
/10
4.2
4.2
/5

Windward Shores, a 3-star Amagansett hotel, features a private beach and seasonal heated outdoor pool. This oceanfront resort offers spacious accommodations, including studios and two-bedroom suites, ideal for families and couples seeking comfort and convenience.

Rooms & Amenities

Each unit at Windward Shores includes a fully equipped kitchen, dining area, and living area, with private patios offering ocean, bay, or dune views. Air-conditioned rooms feature flat-screen cable TVs and complimentary Wi-Fi.

Leisure & Activities

On-site recreational facilities include two tennis courts and a guest lounge equipped with a treadmill and stationary bike. The property is set on 5 acres of landscaped grounds, allowing guests to enjoy outdoor activities and relax by the pool.

Services & Accessibility

Windward Shores offers laundry facilities and daily housekeeping for guest convenience. The resort is conveniently located within driving distance of Maidstone Golf Club and East Hampton Airport, making it accessible for travelers.

Nearby Attractions

Notable nearby landmarks include Napeague Beach, located just 1 miles away, and Hither Hills State Park, 3 miles from the resort. Guests can explore natural beauty at Theodore Roosevelt County Park, located 2 miles away.

Must-do experiences

  • Stroll through the Amagansett Farmers Market for fresh local produce.
  • Catch a sunset at the iconic Amagansett Beach - it's breathtaking!
  • Savor a lobster roll at Lunch at the End of the World; a local favorite.
  • Visit the Amelia Cottage Museum for a glimpse into local history.
  • Explore the secluded trails at the nearby Montauk Point State Park.
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Deluxe Studio
2 persons
34 m² 
1 King-size bed
Coffee machine
Heating
Apartment Sea View
2 persons
1 King-size bed and 1 Sofa bed
Superior Studio
2 persons
1 King-size bed
Studio
2 persons
34 m² 
1 King-size bed
Coffee machine
Heating
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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • 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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Location

2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States
Map view
2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States
Nearby
Montauk Point Lighthouse
500 m
Restaurants
Lobster Roll Restaurant
880 m
1980 Montauk Hwy
The Lobster Roll
880 m
1980 Montauk Highway
Explore Amagansett
Explore Local Gems
Top Attractions
Activities
Dining
Entertainment
Montauk Point Lighthouse
Montauk Point Lighthouse
20 minutes' walk
Historic lighthouse offering stunning views. Guided tours and beautiful walking paths are available.
Hither Hills State Park
Hither Hills State Park
30 minutes' walk
Natural park featuring sandy beaches, hiking trails, and picnic areas. A perfect family-friendly outdoor space.
Victor D'Amico Institute of Art
Victor D'Amico Institute of Art
20 minutes' walk
Art museum showcasing contemporary works with programs and workshops. A spot for creativity and inspiration.
Napeague State Park
Napeague State Park
10 minutes' drive
Preserved natural space ideal for hiking and birdwatching, with scenic trails and rich local flora.
Surfing at Napeague Beach
18 minutes' walk
Local surfing hotspot with rental services available. Perfect for thrill-seekers looking to hit the waves.
Yoga at Hither Hills
30 minutes' walk
Relaxing yoga sessions take place overlooking the ocean views. Ideal for wellness enthusiasts seeking serenity.
Bicycling along scenic trails
10 minutes' drive
Biking rentals nearby allow exploration of coastal and forest trails, suitable for all skill levels.
Lobster Roll Restaurant
Lobster Roll Restaurant
11 minutes' walk
Casual eatery famous for its lobster rolls. Offers indoor and outdoor seating with a vibrant beach ambiance.
The Lobster Roll
The Lobster Roll
11 minutes' walk
Another local favorite featuring fresh seafood dishes. Known for a relaxed atmosphere and exceptional flavors.
Surf Lodge
10 minutes' drive
Chic venue hosting live music and events. Popular for its vibrant nightlife and lively local atmosphere.
Amagansett Free Library
10 minutes' drive
A community hub featuring author talks, art exhibits, and children's programs. Ideal for family activities.
Getting around
City Centre
Amagansett14 min  ·  9.0 km
Airports
Long Island MacArthur (ISP)147 min  ·  97.8 km
Hartford-Brainard (HFD)240 min  ·  159.8 km

Reviews and Ratings

Feedback from previous guests about their experience.
Guest reviews
5.0/10
based on 5 reviews
8.1
8.1/10 based on 119 reviews
Elizabeth
United States, March  2025
8.0/10

We had a lovely week at Windward Shores, enjoying the beautifully maintained grounds and the convenience of direct beach access. The rooms were nicely decorated and clean, providing a comfortable atmosphere for relaxation. However, the bed quality was disappointing, as the mattresses were worn out. Despite this, the hotel offered great amenities, making it a good choice overall.

Rooms
8.0
The rooms were clean, modern, and had a cozy beach-chic decor. Each two-bedroom suite included a full kitchen and two bathrooms, which was very helpful.
Service
7.0
The staff at the beach was exceptionally attentive, assisting with chairs and towels to enhance our beach time. However, some aspects of service could be better in accommodating specific requests.
Location
9.0
The hotel is perfectly situated right on the ocean, providing easy access to the beach and being close to local attractions, which was a significant plus.
Dining
Facilities
8.0
The facilities were well-maintained, including a heated pool that was enjoyable for swimming even in cooler weather.
Deborah
United States, January  2025
8.8/10

Our stay at Windward Shores was simply wonderful. The location is perfect, right by the beach, making it easy to enjoy the sun and sand. The rooms are beautifully decorated and equipped with everything needed for a comfortable stay. While the overall experience was fantastic, the thin curtains made it challenging to sleep in past dawn. Overall, it's a great spot for families seeking relaxation and beach time.

Rooms
9.0
The rooms were beach chic, nicely decorated, and came with a full kitchen which was great for making meals and enjoying the ocean view.
Service
7.0
The service was friendly and helpful, although I did find some issues with responsiveness at times.
Location
10.0
The hotel's location is ideal, with direct access to the beach and close proximity to attractions like Montauk.
Dining
Facilities
9.0
The grounds were beautifully maintained, and the heated pool was a fantastic addition, allowing us to swim comfortably.
Jim
United States, December  2024
9.0/10

I had a wonderful experience at Windward Shores, enjoying the beautiful beach just steps away from my unit and the well-kept grounds that added to the peaceful atmosphere. The rooms were impressively clean and the decor was modern, enhancing my stay. However, the only downside was the quality of the mattresses, which could use an upgrade for more comfort. Overall, I found great value here with all the amenities at my fingertips for a relaxing getaway.

Rooms
8.0
The rooms were clean and beautifully decorated, offering a spacious environment for relaxation.
Service
9.0
The staff were responsive and accommodating, making sure I had everything I needed during my stay.
Location
10.0
Situated right on the beach, this location is perfect for enjoying the ocean and accessing local attractions.
Dining
Facilities
9.0
Facilities were excellent, including well-maintained grounds, a pool, tennis courts, and beach amenities.
Ryan
United States, December  2024
7.0/10

Windward Shores offers a serene beachfront experience with beautiful views and friendly staff. The beach setup is exceptionally convenient, enhancing the overall enjoyment of the stay. However, there were some inconsistencies with service and upkeep, particularly with housekeeping and pool regulations, which marred what could have been a perfect vacation.

Rooms
7.0
The room we stayed in was nicely decorated and offered stunning views, but it could use a bit of updating, and the lack of air conditioning in the loft was uncomfortable at times.
Service
6.0
The staff on the beach were fantastic and very attentive, but some of the management's interaction left something to be desired, especially regarding complaints.
Location
9.0
The location is perfect, with immediate beach access and a picturesque environment. However, it's a bit of a drive if you want to go out for meals or shopping.
Dining
6.0
Dining options are somewhat limited nearby, which necessitates driving, but the convenience of complimentary beach services helps offset this.
Facilities
7.0
Facilities like the beach setup and pool were enjoyable, although there were some issues with the pool's management style that could detract from the experience.
Linda
United States, October  2024
8.6/10

I had a wonderful experience at Windward Shores. The location was perfect, just steps away from a beautiful beach and close to local attractions. The room was clean, comfortable, and well-equipped for a relaxing stay. I was a bit disappointed with a few cleanliness issues upon arrival, but the staff was responsive and attentive. Overall, it was a rejuvenating getaway with some fantastic amenities, except for a couple of minor drawbacks.

Rooms
9.0
The room was clean, comfortable, and had been freshly renovated, which made settling in enjoyable. It felt spacious and had everything I needed for my stay.
Service
7.0
The housekeeping service was prompt, and any requests I had were handled quickly. However, a follow-up call I was promised never came, which was a bit disappointing.
Location
10.0
Perfectly located just steps from the beach and close to various local attractions, making it easy to explore what the Hamptons have to offer.
Dining
8.0
Did not dine at the hotel, but everything needed for meals was available in the room, allowing me to enjoy breakfast at my leisure.
Facilities
9.0
The pool area was well-maintained and inviting, and I appreciated having access to beach chairs and umbrellas, making beach days more enjoyable.
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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
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:
78
FAQs
About Windward Shores
What is the check-in and check-out policy at Windward Shores?
Check-in is from 16:00 and check-out is by 11:00.
Is parking available at Windward Shores?
Private parking is available on-site and is free of charge, but a reservation is needed.
What are the nearby attractions to Windward Shores?
Nearby attractions include Montauk Point State Park (11 km), East Hampton Village (10 km), and Maidstone Golf Club (10 km).
What are some highlights of Windward Shores?
Highlights include a private beach, seasonal outdoor heated pool, fully equipped kitchens in accommodations, and two tennis courts.
What amenities are included in the rooms at Windward Shores?
Rooms feature a fully equipped kitchen, living area with a flat-screen cable TV, air conditioning, and a private patio.
Are there any recreational activities available at Windward Shores?
Guests can enjoy beach access, fishing, golfing, and tennis courts on-site.
What languages are spoken by the staff at Windward Shores?
The staff speaks English.
How far is Windward Shores from Long Island MacArthur Airport?
The hotel is located approximately 100 km from Long Island MacArthur Airport.
What business services are offered at Windward Shores?
Business-friendly amenities include complimentary Wi-Fi available throughout the property.
Does Windward Shores have any special features for families?
The hotel includes spacious accommodations with kitchen facilities, making it suitable for family vacations.
What views can guests expect from Windward Shores?
Many units offer scenic views of the dunes, bay, or ocean from private patios.

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