Windward Shores, Amagansett ➤ Reviews, Rooms & Prices 2025

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Key details

About the Hotel

2062 Montauk Hwy, Amagansett, New York, United States

Near Napeague Beach

Great

8.3

9.0

/10

4.2

Loved by guests

Short beach walk
Clean and roomy room
Contactless service
Great weekday rates

"What shines here is the pristine beach that is a few steps from your unit."

Sanju R from United States

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"The hotel is right on the beach . just walk down a short path and you are there."

Lori from United States

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"One of the highlights was the short walk to the beach, which felt like our little slice of paradise."

Jennifer

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Rooms and Studios

Windward Shores has 45 guest rooms, which are either studios or 1-bedroom with loft. Rooms feature air conditioning, a seating area, a terrace, a dressing area, and a dining table. Rooms include HD TV with premium cable channels and free Wi-Fi. Studios offer a kitchen, a living/dining area, and a private patio. Apartments include a kitchen with a refrigerator, stovetop, microwave, and dishwasher. The two-bedroom apartment features 2 bathrooms, a full kitchen, a living room, a dining room, and a private deck with ocean and beach views. Some rooms offer views of the garden or the sea.

Leisure and Amenities

Windward Shores is located on 5 acres of grounds. It features 2 tennis courts and a seasonal outdoor heated pool. Guests can walk to the beach. There is a guest lounge with a treadmill and stationary bike. Other amenities include BBQ & picnic area, beach chairs and umbrellas, beach parking passes, cabana service in season, outdoor fire pits, and an outdoor shower.

Location Highlights

Windward Shores is located in Amagansett. It is a 13-minute drive from Maidstone Golf Club and a 15-minute drive from East Hampton Airport. The area's natural beauty can be seen at Amsterdam Beach State Park and Montauk Point State Park. Landmarks nearby include Theodore Roosevelt County Park (3.5 km), Napeague State Park (3 km), and Hither Hills State Park (2.5 km).

Hotel Services

Windward Shores provides state-of-the-art Wi-Fi. Business-friendly amenities include phones and free local calls. Guests will find a shared lounge at the property. There are onsite laundry facilities. Safety features include a fire extinguisher.

Additional Information

Windward Shores is 100 km from Long Island MacArthur Airport. Check-in time is 24 hours. The Yacht-Master continues to be Rolex's only sport watch with a swoopy case shape.

“Amagansett can be pricey, but I think this property is a solid choice for families. Loft-style rooms easily accommodate four, and the private beach is a real plus. The location is walkable to local dining-a definite advantage.”

James DavidEditor-in-Chief at Tohotel

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Highlights from guests

Sports & FitnessTennis, anyone?

I loved the two on-site tennis courts. Plus, the heated outdoor pool was perfect after a match.

David from Canada

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Guest ParkingParking Perfection

The parking was very comfortable. It was conveniently located right next to the tennis courts.

Emily from Australia

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Room FeaturesHome Away

Our room had everything! Dishwasher, stove, microwave, big fridge, plates, glasses, dinnerware. It felt like home.

Kevin from United Kingdom

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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

370 sq. feet

1 King-size bed

Coffee machine

Heating

room details

Apartment Sea View

2 persons

1 King-size bed and 1 Sofa bed

Superior Studio

2 persons

1 King-size bed

Studio

2 persons

370 sq. feet

1 King-size bed

Coffee machine

Heating

room details

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

No smoking on site
Free Wi-Fi
Free 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

Location

2062 Montauk Hwy, Amagansett, New York, United States

Map view

2062 Montauk Hwy, Amagansett, New York, United States

City landmarks

Landmark

Montauk Point Lighthouse

1.1 mi

Park

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

Park

Napeague State Park

1.8 mi

Landmark

Hither Hills West Overlook

2.0 mi

Park

Theodore Roosevelt County Park

2.2 mi

Landmark

Indian House Ruins

2.5 mi

Landmark

Napeague Bay

2.8 mi

Landmark

Hither Hills

3.0 mi

Landmark

Walking Dunes Trailhead

121.1 mi

Landmark

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

Explore Amagansett

Local Highlights

Montauk Point Lighthouse

20 minutes' walk

Historic lighthouse providing panoramic ocean views. Free admission days and guided tours offered.

Hither Hills State Park

30 minutes' walk

Scenic park featuring beaches and hiking trails. Great for picnic spots and nature watching.

Napeague Beach

18 minutes' walk

Beautiful sandy beach ideal for sunbathing and swimming. Offers a peaceful escape from busier shores.

Surfing at Napeague Beach

18 minutes' walk

Surfing lessons available for all skill levels. Rentals also offered for boards and gear.

Biking at Hither Hills

30 minutes' walk

Bike paths through stunning landscapes. Rentals found nearby for a fun day out.

Lobster Roll Restaurant

11 minutes' walk

Casual eatery known for its fresh lobster rolls and seafood. Perfect for a family-friendly meal.

The Lobster Roll

11 minutes' walk

Iconic local spot serving classic seafood dishes. Reservations recommended for peak times.

The Surf Lodge

10 minutes' drive

Trendy venue hosting live music and events. Vibrant atmosphere, great for nightlife and dining.

Amagansett Square

5 minutes' drive

Charming destination with shops and events. Offers family-friendly options and a relaxing vibe.

Getting around

City Centre

Amagansett14 min · 5.6 mi

Airports

Long Island MacArthur Airport (ISP)147 min · 60.8 mi

Hartford, CT (HFD)240 min · 99.3 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

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:

Questions of the users

About Windward Shores

What is the minimum age required for check-in, and do all guests need to meet this age requirement?

15 May 2024

The minimum age for check-in is 25 years old, which is standard for most resorts in the area.

Is the outdoor pool currently open for guests to enjoy?

20 June 2024

The outdoor heated pool is open seasonally from Memorial Day Weekend through Columbus Day Weekend, allowing guests to enjoy it during the summer months.

Can you explain the differences between the standard studio and the deluxe studio options available?

10 July 2024

Deluxe Studios are closer to the beach pathway and the outdoor heated pool, while standard Studios are situated nearer to the parking lot.

Are there options for checking in later in the evening, especially after standard check-in times?

25 August 2024

A simple late check-in process is available, and specific arrangements will be communicated upon reservation confirmation.

How far is the property from the beach? Is it an easy walk?

11 September 2024

The distance to the beach can vary slightly depending on your room location, but no matter where you stay, it's always just a short walk away.

Are there beach chairs and umbrellas available for guest use during the stay?

27 October 2024

Beach chairs, towels, and umbrellas are provided for guests from Memorial Day Weekend until Columbus Day Weekend.

What accommodations are available for guests with mobility challenges?

13 November 2024

All Studios are located on the ground level and close to the parking lot, while larger suites, which feature stairs, may not be suitable for those with mobility issues.

Is there a minimum number of nights required for booking a stay, especially during peak times?

5 December 2024

Typically, there is a three-night minimum stay requirement through Labor Day, but shorter stays may be accommodated when filling gaps between existing reservations.

Are pets allowed on the property or in the guest accommodations?

12 January 2025

Pets are not permitted, and guests are encouraged to make arrangements for their pets' care elsewhere. There are pet-friendly options available nearby.

Are there dining options available on-site or nearby for guests looking for meals?

30 January 2025

While there is no restaurant on the property, all rooms come equipped with fully furnished kitchens for guests to prepare their meals. Additionally, there are several dining options within walking distance.

What amenities can guests expect at the beach and pool areas?

15 February 2025

In-season cabana service is available to assist with chairs and towels at the beach, and the outdoor heated pool provides a relaxing setting with seasonal access.