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From178US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

2062 Montauk Hwy, Amagansett, New York, United States
-
Close to Napeague Beach
Great
8.3
8.9
/10
4.1
4.1
/5

Location

Windward Shores is located in Amagansett, featuring private boardwalk access to the pristine Napeague beaches. The hotel provides beach parking passes for easy access to the shore. Situated within walking distance to local town amenities, guests enjoy convenience alongside seaside tranquility.

Rooms

Accommodations at Windward Shores include spacious studio options with kitchens and living areas, as well as two-bedroom, two-bath master suites with private decks. Each room offers views of the ocean, bay, or dunes for a scenic experience. Airy spaces promote comfort, catering to both couples and families.

Amenities

The hotel boasts a heated outdoor pool available in-season and features cabana service, allowing guests to relax poolside. Tennis enthusiasts can enjoy the hotel's mesh tennis courts, located right on the oceanfront. Outdoor areas include fire pits and picnic spots for gatherings or leisurely evenings.

On-site Dining

Windward Shores provides a restaurant that focuses on seasonal offerings, allowing guests to enjoy meals without leaving the property. This adds convenience for those looking to dine in after a day on the beach or exploring Amagansett. Guests have a variety of options, suited for different tastes.

Family-Friendly

With spacious accommodations and proximity to the beach, Windward Shores caters well to families. Children can enjoy outdoor activities including tennis or swimming in the heated outdoor pool. On-site amenities also accommodate groups, promoting family togetherness during their stay.

Highlights

Location: Private boardwalk access to the beach

Rooms: 2 bedroom/ 2 bath master suite

Amenities: Cabana service & heated outdoor pool

Dining: Seasonal offerings at the restaurant

Family-Friendly: Outdoor activities including tennis

Must-do experiences

  • Catch the sunrise at the pristine Amagansett Beach for tranquility.
  • Savor fresh seafood at the Clam Bar, a local favorite for lunch.
  • Stroll through the Amagansett Farmers Market for unique local goods.
  • Visit the historic Amagansett Life-Saving Station for intriguing tales.
  • Cycle along the scenic paths in a nearby nature preserve for beauty.
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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
370 sq. feet 
1 King-size bed
Coffee machine
Heating
Apartment Sea View
2 persons
1 King-size bed and 1 Sofa bed
Two-Bedroom Apartment
2 persons
2 Single beds
Superior Studio
2 persons
1 King-size bed
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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

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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Windward Shores Location

2062 Montauk Hwy, Amagansett, New York, United States
Map view
2062 Montauk Hwy, Amagansett, New York, United States
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
Explore Amagansett
Top Attractions
Activities
Dining
Entertainment
Montauk Point Lighthouse
Montauk Point Lighthouse
5-minute drive
Historical lighthouse with stunning coastline views. Guided tours available, making it a perfect visit for history enthusiasts.
Hither Hills State Park
Hither Hills State Park
7-minute drive
Beautiful park offering hiking, picnicking, and beach access. Ideal for families seeking outdoor fun and relaxation.
Napeague Beach
5-minute drive
Pristine beach known for its tranquil atmosphere and scenic beauty. A perfect spot for sunbathing or beachcombing.
Victor D'Amico Institute of Art
Victor D'Amico Institute of Art
5-minute drive
Art institute featuring contemporary exhibitions and educational programs. Great for cultural immersion and creativity.
Discover the local attractions near Windward Shores
Learn about the natural beauty and outdoor activities near Windward Shores in Amagansett with these remarkable landmarks
Perfect for outdoor recreation and hiking: Theodore Roosevelt County Park
Great for kayaking and scenic views: Napeague Bay
Ideal for nature walks and wildlife viewing: Napeague State Park
Well suited for beach activities and picnics: Hither Hills State Park
Great for coastal exploration and sunsets: Hither Hills
Best for secluded beach days and relaxation: Hicks Island
Suited for unique natural experiences and photography: Walking Dunes
Surfing at Napeague Beach
5-minute drive
Thrilling surfing opportunities with rentals available nearby. Seasonal surf lessons for all skill levels are also offered.
Yoga on the Beach
10-minute drive
Relaxing yoga sessions offered at the beach, perfect for all skill levels. Classes often need advance booking; check schedules.
Lobster Roll Restaurant
Lobster Roll Restaurant
11-minute walk
Casual eatery famous for its fresh lobster rolls and seafood dishes. Family-friendly environment, perfect for a relaxed meal.
The Lobster Roll
The Lobster Roll
11-minute walk
Iconic spot offering delicious lobster dishes in a beachy atmosphere. Reservations recommended during peak season.
Amagansett Beach Club
5-minute drive
Charming beach club with live music events and a lively atmosphere, great for socializing or family fun on summer evenings.
The Montauk Playhouse
15-minute drive
Arts venue hosting theater performances and community events. Family-friendly, with various programs throughout the year.
Getting around
City Centre
Amagansett14 min  ·  5.6 mi
Airports
Long Island MacArthur Airport (ISP)147 min  ·  60.8 mi
Tweed-New Haven Airport (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:
76

Reviews and Ratings

Feedback about Windward Shores from previous guests about their experience.
Review score
Based on 72 verified reviews
8.3/10
Great
79%
Recommend
Breakfast
7.4/10
Cleanliness
8.4/10
Comfort
8.3/10
Facilities
8.5/10
Free Wi-Fi
8.0/10
Location
9.0/10
Paid Wi-Fi
10.0/10
Staff
8.8/10
Value for money
7.8/10
Guest reviews
based on 105 reviews
8.3/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Windward Shores
What are the check-in and check-out times at Windward Shores?
Check-in is at 16:00 and check-out is at 11:00.
How far is Windward Shores from East Hampton Airport?
The hotel is a 15-minute drive from East Hampton Airport, approximately 13 km away.
What recreational facilities are available at Windward Shores?
Guests can enjoy two tennis courts, a seasonal outdoor heated pool, and beach access.
Is there parking available at Windward Shores?
Private parking is available on-site for free, but a reservation is needed.
What room amenities can guests expect at Windward Shores?
Rooms include a fully equipped kitchen, air conditioning, a flat-screen TV, and free Wi-Fi.
Are there dining options at Windward Shores?
The hotel provides seasonal cabana service, and guests can prepare meals in their fully equipped kitchens.
What attractions are close to Windward Shores?
Nearby attractions include Montauk Point State Park (approximately 8 km) and Maidstone Golf Club (approximately 13 km).
What activities are available for guests at Windward Shores?
Guests can engage in fishing, enjoy the private beach, or play tennis on the courts.
Does Windward Shores have facilities for families?
The resort is family-friendly and offers spacious units suitable for family vacations.
What are the views like from the accommodations at Windward Shores?
Rooms feature private patios with ocean and beach views.
How close is Windward Shores to Napeague State Park?
Napeague State Park is about 10 minutes' drive from the hotel.
Is free Wi-Fi available at Windward Shores?
Yes, free Wi-Fi is available throughout the property.

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