Windward Shores, Amagansett - Reviews, Rooms Options & Prices 2025

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Key details

About the Resort

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

Windward Shores, a 3-star Amagansett hotel, offers direct beach access and spacious accommodations. The property features a seasonal heated outdoor pool and landscaped grounds, ideal for families and individuals seeking a coastal getaway.

Rooms & Amenities

Windward Shores features 45 luxury guest rooms, including studios and one-bedroom lofts, each equipped with a full kitchen, dining area, and living space. Most accommodations offer private decks with ocean, bay, or dune views.

Leisure & Recreation

The hotel provides recreational facilities such as two tennis courts, a guest lounge with a treadmill and stationary bike, and a seasonal outdoor pool. Windward Shores is situated on 5 acres of landscaped grounds, providing ample outdoor space for relaxation.

Services & Amenities

Services at Windward Shores include daily housekeeping and onsite laundry facilities, ensuring a comfortable stay. Guests can enjoy cabana service during the summer months and access to BBQ and picnic areas.

Location & Attractions

Windward Shores is located within walking distance to nearby beaches and parks, including Napeague Beach and Napeague State Park. The hotel is a short drive from local attractions such as the Maidstone Golf Club, offering an engaging experience for visitors.

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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 Two-Bedroom Apartment

Max:

6 persons

57 m²

Bed options:

2 Single beds

Sea view

Coffee machine

Heating

room details

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Deluxe Studio

Max:

4 persons

34 m²

Bed options:

1 King-size bed

Garden view

Coffee machine

Heating

room details

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West Two Bedroom Suite

Max:

6 persons

57 m²

Bed options:

2 Single beds

Garden view

Coffee machine

Heating

room details

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Getting around

Explore available ways to reach your dream destination

City Centre

Amagansett 9.0 km

Airports

Long Island MacArthur (ISP) 97.8 km

Hartford-Brainard (HFD) 159.8 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Spotless Accommodations

“The room was impeccably clean, allowing us to settle in comfortably without any concerns.” view full review

Serene Beach Access

“The beach was just steps away from our unit, making it easy to enjoy the stunning views and relax.” view full review

Excellent Shower Pressure

“The water pressure in the shower was fantastic, providing a refreshing experience every time.” view full review

Fully Equipped Kitchen

“The kitchen had everything needed for meals, including utensils and appliances, making it convenient for our stay.” view full review

General

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

Location

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

Map view

street view

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

City landmarks

Montauk Point Lighthouse

1.7 km

Park

Hither Hills State Park

2.7 km

Beach

Napeague Beach

1.4 km

Gallery

Victor D'Amico Institute of Art

1.7 km

Island

Hicks Island

2.5 km

Park

Napeague State Park

2.8 km

Hither Hills West Overlook

3.2 km

Park

Theodore Roosevelt County Park

3.6 km

Indian House Ruins

4.0 km

Napeague Bay

4.5 km

Hither Hills

4.8 km

Walking Dunes Trailhead

194.8 km

91 Napeague Harbor Rd

Walking Dunes

196.1 km

Nearby

Montauk Point Lighthouse

500 m

Restaurants

Lobster Roll Restaurant

880 m

1980 Montauk Hwy

The Lobster Roll

880 m

1980 Montauk Highway

Reviews and Ratings

Feedback from previous guests about their experience

82%

liked the resort and would come back again

8.2/10

Great

Rooms

8.2

Location

9.6

Service

7.4

Dining

6.0

Emily

United States, January 2025

7.2/10

I recently stayed at Windward Shores and overall had a lovely time. The beach is absolutely stunning, and having beach chairs and umbrellas ready for guests is a huge plus. However, the service at the pool could use some consistency, as I noticed favoritism among long-time guests. While the units are appealing and well-decorated, some facilities, like the oven in our unit, didn’t work properly, which was frustrating during our family trip. Despite these issues, I would recommend this resort for its beautiful setting.

Rooms

7.0

The unit we stayed in was beautifully decorated and very clean, but it could definitely benefit from some updates since the oven was out of order.

Service

6.0

While the beach staff was excellent and attentive, I found some inconsistency in pool service depending on guest seniority, which felt a bit unfair.

Location

9.0

Windward Shores is located right on a pristine beach, making it easy to enjoy the beauty of the sea, and it's conveniently close to local attractions.

Dining

Facilities

7.0

The pool area was delightful and the grounds were manicured nicely, but some common facilities need better maintenance.

Lee

United States, December 2024

8.0/10

We had a lovely weekend at this resort with great access to the beach and beautiful views from our room. The room was clean and spacious, offering a relaxing stay, although we wished it had more soundproofing as noise from other guests could be disruptive. The staff was friendly and helpful, making our experience enjoyable. However, the dining options were somewhat limited, especially for breakfast, which was slightly disappointing.

Rooms

8.0

The room was spacious and clean, with lovely views of the dunes from the patio. However, it did have some noise issues from neighboring units.

Service

9.0

The staff was friendly and accommodating, responding quickly when we needed assistance with beach setup.

Location

10.0

The resort is in a beautiful setting just a short walk from the beach, making it a perfect getaway.

Dining

6.0

The dining options were limited, particularly for breakfast, which could use some improvement.

Facilities

7.0

The pool area provides a great spot to relax, although it could be a bit crowded at times.

Tim

United States, December 2024

8.8/10

Windward Shores is a serene resort with stunning beach access, immaculate rooms, and a wealth of amenities. The staff is responsive and attentive, making for a pleasant stay. However, my experience was marred by some unhelpful service when I had questions about my stay, which left me feeling a bit unsettled. Despite this, the overall experience was enjoyable, particularly with the beautiful surroundings and well-maintained facilities.

Rooms

9.0

The rooms were impeccably clean with a spacious layout, featuring modern kitchen facilities, and everything was well-stocked for a comfortable stay.

Service

7.0

While the staff was mostly friendly, there were moments when I felt some small requests were not accommodated as well as I had hoped.

Location

10.0

The resort is perfectly located just steps from a stunning beach, making it an ideal spot for a quick getaway while also being convenient for visits to nearby attractions.

Dining

Facilities

9.0

The resort boasts excellent amenities, including a heated pool and well-maintained grounds that enhance the overall experience.

Paul

United States, September 2024

9.2/10

Windward Shores offers a lovely and serene escape just steps from a beautiful beach. The rooms are stylishly decorated and well-equipped, making for a comfortable stay. The attentive beach staff and variety of amenities add to the experience. However, the brightness in the morning can be an early wake-up call for those wishing to sleep in, and while the decor is generally delightful, certain furnishings could use an update.

Rooms

9.0

The rooms are beautifully decorated, spacious, and equipped with a full kitchen and two bathrooms, adding to the comfort of our stay.

Service

9.0

The beach staff was incredibly friendly and helpful, providing excellent service throughout our visit.

Location

10.0

The hotel is conveniently located near local attractions and provides easy access to a stunning beach, perfect for relaxation.

Dining

Facilities

9.0

The grounds are well-maintained with various amenities like a tennis court and pool. Beach chairs and towels are provided for convenience.

Steve

United States, September 2024

7.8/10

Our stay at Winward Shores was a delight! The location was unbeatable, directly on the beach, which made our family time so enjoyable. The rooms were clean and spacious, but we did find a lack of walking options for dining nearby which required us to drive a bit. Overall, this resort offers great beach amenities and family-friendly vibes, though the surrounding area could use more convenient restaurant options.

Rooms

8.0

The rooms were spacious and clean with a nice kitchen, though some furnishings showed signs of needing updates.

Service

6.0

Service was efficient at the beach, but I did have a frustrating experience with the management on a refund inquiry, which could be improved.

Location

9.0

The hotel is perfectly situated right on the beach and is a short drive away from local attractions in East Hampton and Montauk.

Dining

Facilities

8.0

The resort has excellent beach amenities like chairs and umbrellas and a well-maintained heated pool. However, I wish there were more dining options within walking distance.