Windward Shores Hotel Amagansett, Amagansett ∞ Discover spa retreats, reviews & deals for 2025

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Key details

About Resort

2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States of America

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 0.9 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.

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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

King Studio

Max:

4 persons

370 sq. feet

Bed options:

1 King Size Bed

Garden view

Coffee machine

Heating

room details

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Deluxe King Studio

Max:

4 persons

370 sq. feet

Bed options:

1 King Size Bed

Garden view

Coffee machine

Heating

room details

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Deluxe Two-Bedroom Apartment

Max:

6 persons

615 sq. feet

Bed options:

2 Single beds

Sea view

Coffee machine

Heating

room details

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Price and Room Availability Calendar

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Getting around

Explore a range of transportation options for your spa getaway

City Center

Amagansett 5.6 mi

Airports

Long Island MacArthur (ISP) 60.8 mi

Hartford-Brainard (HFD) 99.3 mi

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Convenient Kitchenette

“Having a well-equipped kitchenette made it incredibly easy for us to prepare breakfast and enjoy meals at our own pace, adding a personal touch to our stay.” view full review

Accessible Amenities

“The facilities included thoughtful features ensuring ease of movement, making the experience comfortable for everyone.” view full review

Refreshing Pool

“The heated saltwater pool was a delight, providing a perfect temperature for swimming and relaxation after a day at the beach.” view full review

Well-Decorated Rooms

“The beautifully decorated rooms added a touch of charm to our stay, creating an inviting atmosphere we loved coming back to each day.” view full review

General

No smoking on site
Free Wi-Fi in public areas
Free parking
Off-site parking lot
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

Cribs

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

Location

2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States of America

Map view

street view

2062 Montauk Highway, Po Box 7031, Amagansett, New York, United States of America

City landmarks

Montauk Point Lighthouse

1.1 mi

Parks

Hither Hills State Park

1.7 mi

Beach

Napeague Beach

4700 ft

Gallery

Victor D'Amico Institute of Art

1.1 mi

Island

Hicks Island

1.6 mi

Parks

Napeague State Park

1.8 mi

Hither Hills West Overlook

2.0 mi

Parks

Theodore Roosevelt County Park

2.2 mi

Indian House Ruins

2.5 mi

Napeague Bay

2.8 mi

Hither Hills

3.0 mi

Walking Dunes Trailhead

121.1 mi

91 Napeague Harbor Rd

Walking Dunes

121.9 mi

Nearby

Montauk Point Lighthouse

1700 ft

Restaurants

Lobster Roll Restaurant

2900 ft

1980 Montauk Hwy

The Lobster Roll

2900 ft

1980 Montauk Highway

Reviews and Ratings <br />

Feedback from previous guests about their experience.

82%

loved the resort and would return for another relaxing stay

8.2/10

Great

Rooms

8.2

Location

9.6

Service

7.2

Dining

7.0

Elizabeth

United States of America, 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 of America, 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 of America, 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 of America, 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 of America, 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.