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Up to 10% cheaper
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From203US$ /night
Check-in
11Dec2025Select date
Check-out
12Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Resort

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

Windward Shores - Oceanfront Resort near Long Island MacArthur

Windward Shores is an oceanfront resort set on 5 acres. It features a private beach, 2 tennis courts, and a seasonal outdoor pool. Free Wi-Fi is available. The resort is a 13-minute drive from Maidstone Golf Club and a 15-minute drive from East Hampton Airport. Long Island MacArthur is 100 km away. Amenities include a BBQ and picnic area, beach chairs, umbrellas, and beach parking passes. Guests have access to a guest lounge with a treadmill and stationary bike. Safety features include a fire extinguisher. The area's natural beauty can be seen at Amsterdam Beach State Park and Montauk Point State Park. The property is walking distance to town.

Additional perks of the hotel

Cabana service (in season)

Marina

Mesh tennis courts

Open year round

Outdoor fire pits

Outdoor shower

Rooms

The resort offers 45 guest rooms, including studios and one-bedroom suites with lofts. Rooms have direct access to the Atlantic Ocean. Studios feature a kitchen, living/dining area, and private patio. Two-bedroom apartments include 2 bathrooms, a full kitchen, living room, dining room, and a private deck with ocean and beach views. A living area with a flat-screen cable TV is standard. Each apartment provides a kitchen with a refrigerator, stovetop, microwave, and dishwasher. Rooms are air-conditioned and include HDTV with premium cable channels.

Other conveniences

Balconies with beautiful vistas

Casper mattresses

Coffee/tea maker

Free WiFi

Phones with free local calls

“I think it's a great choice considering the Hamptons' reputation for high prices. What stands out is direct beach access and the availability of spacious lofts, perfect for families. Its serene environment makes it ideal for a relaxing vacation.”
Hotel logo
James DavidEditor-in-Chief at Toresort
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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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Price and Room Availability Calendar

Check availability and prices for your dates now!

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 Hwy, Amagansett, New York, United States
Map view
2062 Montauk Hwy, 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
Local Experiences
Top Attractions
Activities
Dining
Entertainment
Montauk Point Lighthouse
Montauk Point Lighthouse
20 minutes' walk
Iconic lighthouse with stunning ocean views and historical significance. Guided tours available.
Hither Hills State Park
Hither Hills State Park
30 minutes' walk
Scenic park featuring hiking trails, beaches, and picnic areas. Ideal for outdoor activities.
Victor D'Amico Institute of Art
Victor D'Amico Institute of Art
20 minutes' walk
Art institute offering exhibitions and workshops in a vibrant atmosphere.
Napeague Beach
18 minutes' walk
Tranquil beach known for its natural beauty and ideal for sunbathing and leisurely strolls.
Surfing at Napeague Beach
18 minutes' walk
Thrilling surfing at a local haven. Rentals available nearby; beginner lessons offered.
Yoga at Hither Hills
30 minutes' walk
Relaxing yoga sessions in a picturesque setting. Check local schedules for classes.
Lobster Roll Restaurant
Lobster Roll Restaurant
11 minutes' walk
Casual dining specializing in fresh seafood. Popular for its lobster rolls and beachy vibe.
The Lobster Roll
The Lobster Roll
11 minutes' walk
Local favorite for seafood lovers, serving hearty portions and a welcoming atmosphere.
The Surf Lodge
5 minutes' drive
Trendy venue offering live music, great food, and a lively waterfront ambiance.
Amagansett Library
5 minutes' drive
Host to various community events, including author talks and children's programs.
Getting around
City Centre
Amagansett14 min  ·  9.0 km
Airports
Long Island MacArthur Airport (ISP)147 min  ·  97.8 km
Hartford, CT (HFD)240 min  ·  159.8 km
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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
Questions of the users
About Windward Shores
What is the minimum age requirement for check-in?
21 September 2024
The minimum check-in age is 25 years old, in line with many other resorts in the vicinity.
Is the outdoor pool open year-round?
15 June 2025
The outdoor heated pool opens seasonally from Memorial Day Weekend through Columbus Day Weekend, typically available for use during these months.
What distinguishes a studio from a deluxe studio in terms of location?
10 August 2025
Deluxe Studios are situated closer to the beach pathway and the outdoor heated pool, while standard Studios are located across from the pool and office area, not far from the parking lot.
Can late check-in be arranged for a late arrival?
5 October 2024
A simple late check-in process is in place, with detailed instructions provided on the day of arrival following the reservation confirmation.
How accessible are the two-bedroom suites in terms of stairs?
3 November 2024
All two-bedroom suites are located on the upper level of each building and feature a spiral staircase leading to a lofted second bedroom, with no ground-level options available.
What is the distance from the property to the beach?
22 April 2025
The distance to the beach varies by room location, but the property is designed so no unit is far from the beach, typically only a short walk away.
Are beach chairs and umbrellas provided for guests?
11 March 2025
Yes, beach chairs, towels, and umbrellas are available during the summer season for guests' use.
Which rooms are located on the ground floor for accessibility purposes?
8 December 2024
All standard Studios are located on the ground level, making them more accessible for guests who have mobility concerns.
Are pets permitted on the property?
17 February 2025
Pets are not allowed on site, including emotional support animals. Arrangements should be made for local boarding or finding a pet-friendly accommodation.
Are there dining options onsite at the property?
24 January 2025
There is no restaurant on the property, but all rooms are equipped with full kitchens, allowing for in-room dining options. There are also a few restaurants within walking distance.
Where is parking available for guests arriving by car?
30 May 2024
Parking is available directly upon entering the property, with easy access to luggage carts located near the office for convenience.
Can guests expect a variety of recreational activities nearby?
12 February 2025
Yes, there are numerous activities available including access to mesh tennis courts, an outdoor fire pit, and cabana services on the beach for relaxation.

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