Windward Shores Amagansett | Private Beach Resort from $178

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Windward Shores Amagansett Amenities photo

Windward Shores Amagansett Exterior photo

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Key details

About the Resort

2062 Montauk Hwy, Amagansett

Close to Napeague Beach

Great

8.6

8.9

/10

4.0

4.2

Loved by Windward Shores guests

Clean rooms

Comfortable patio

Beach chair service

Responsive staff

"The chair and beach umbrella set up and towel service is complimentary which makes life so much easier."

Lori from United States

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

Sanju R

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"The beach is a very short walk away."

Kevin from United States

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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.”

Emma JohnsonEditor-in-Chief at Toresort

Location: Perfect

9.0/10Review score

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Highlights from guests

Sports & FitnessTennis, pool, beach!

There are two tennis courts. The heated outdoor pool looked wonderful. The beach is a short walk from your room.

Ricardo from Spain

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Room FeaturesHome away

I liked the decor of my unit. It was pristine clean. Everything needed for a weekend stay was available.

Emily from United Kingdom

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BathroomHot water!

The bathroom was sanitized. Water pressure and hot water were excellent. Lovely fluffy towels were supplied.

Hans from Netherlands

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Guest ParkingEasy parking!

Parking was super easy. The parking lot is next to the tennis courts, so it is very convenient.

Isabelle from France

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Select your room type

Windward Shores offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Studio
2 persons
34 sq. feet
1 King-size bed
Air conditioning
Heating
room details
Deluxe Studio
2 persons
34 sq. feet
1 King-size bed
Air conditioning
Heating
room details
West Two Bedroom Suite
2 persons
57 sq. feet
2 Single beds
Air conditioning
Balcony
room details

Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!

August 2026 - August 2027

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Check-in/ Check-out

Facilities

Windward Shores offers amenities for your comfortable stay and unforgettable experiences

Facilities: Great

8.5/10Review score

General

No smoking on site
Free Wi-Fi in public areas
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

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

Explore Amagansett

Local Experiences

Montauk Point Lighthouse

20 minutes' walk

Iconic lighthouse with stunning ocean views and historical significance. Guided tours available.

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

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

11 minutes' walk

Casual dining specializing in fresh seafood. Popular for its lobster rolls and beachy vibe.

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
Amagansett 14 min · 5.6 mi
Airports
Long Island MacArthur (ISP) 147 min · 60.8 mi
Tweed-New Haven (HVN) 238 min · 98.4 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

Wireless 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:

Reviews and Ratings

Feedback about Windward Shores from previous guests about their experience

Review score

Based on 62 verified reviews

8.1 /10

Great

76 %

Recommend

Breakfast

7.5/10

Cleanliness

8.7/10

Comfort

8.3/10

Facilities

8.5/10

Free WiFi

8.1/10

Location

9.0/10

Paid Wi-Fi

10.0/10

Staff

9.1/10

Value for money

8.1/10

Pros

Clean grounds

Ocean location

Helpful receptionist

Cons

Warm room

Basic furnishings

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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.