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Windward Shores, Amagansett

•
8.8|Great
Check rooms and rates
From$178 /nightOnly on Our Website-10%
Check-in
07Nov
Check-out
08Nov
Guests
2 Guests
Key details

About Resort

2062 Montauk Hwy, Amagansett
-
Close to Napeague Beach
Great
8.8
8.9
/10
4.0
4.2
/5

Windward Shores, a 3-star Amagansett hotel, features a private beach and seasonal heated outdoor pool. This oceanfront resort offers spacious accommodations, including studios and two-bedroom suites, ideal for families and couples seeking comfort and convenience.

Rooms & Amenities

Each unit at Windward Shores includes a fully equipped kitchen, dining area, and living area, with private patios offering ocean, bay, or dune views. Air-conditioned rooms feature flat-screen cable TVs and complimentary Wi-Fi.

Leisure & Activities

On-site recreational facilities include two tennis courts and a guest lounge equipped with a treadmill and stationary bike. The property is set on 5 acres of landscaped grounds, allowing guests to enjoy outdoor activities and relax by the pool.

Services & Accessibility

Windward Shores offers laundry facilities and daily housekeeping for guest convenience. The resort is conveniently located within driving distance of Maidstone Golf Club and East Hampton Airport, making it accessible for travelers.

Nearby Attractions

Notable nearby landmarks include Napeague Beach, located just 1 miles away, and Hither Hills State Park, 3 miles from the resort. Guests can explore natural beauty at Theodore Roosevelt County Park, located 2 miles away.

Must-do experiences

  • Stroll through the Amagansett Farmers Market for fresh local produce.
  • Catch a sunset at the iconic Amagansett Beach - it's breathtaking!
  • Savor a lobster roll at Lunch at the End of the World; a local favorite.
  • Visit the Amelia Cottage Museum for a glimpse into local history.
  • Explore the secluded trails at the nearby Montauk Point State Park.

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 Queen-size bed and 1 Sofa bed
    Air conditioning
    Heating
  • Deluxe Studio
    2 persons
    370 sq. feet
    1 Queen-size bed and 1 Sofa bed
    Air conditioning
    Heating
  • West Two Bedroom Suite
    2 persons
    615 sq. feet
    1 Queen-size bed, 2 Single beds and 1 Sofa bed
    Air conditioning
    Balcony
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Windward Shores offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.8/10Review score

General

  • No smoking on site
  • Free Wi-Fi in public areas
  • Free parking
  • No pets allowed
  • Vending machines

Sports & Fitness

  • Tennis court
  • Golf course
  • Fishing

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
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Location

2062 Montauk Hwy, Amagansett
Map view
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 Local Gems
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Montauk Point Lighthouse
Montauk Point Lighthouse
20 minutes' walk
Historic lighthouse offering stunning views. Guided tours and beautiful walking paths are available.
Hither Hills State Park
Hither Hills State Park
30 minutes' walk
Natural park featuring sandy beaches, hiking trails, and picnic areas. A perfect family-friendly outdoor space.
Victor D'Amico Institute of Art
Victor D'Amico Institute of Art
20 minutes' walk
Art museum showcasing contemporary works with programs and workshops. A spot for creativity and inspiration.
Napeague State Park
Napeague State Park
10 minutes' drive
Preserved natural space ideal for hiking and birdwatching, with scenic trails and rich local flora.
Surfing at Napeague Beach
18 minutes' walk
Local surfing hotspot with rental services available. Perfect for thrill-seekers looking to hit the waves.
Yoga at Hither Hills
30 minutes' walk
Relaxing yoga sessions take place overlooking the ocean views. Ideal for wellness enthusiasts seeking serenity.
Bicycling along scenic trails
10 minutes' drive
Biking rentals nearby allow exploration of coastal and forest trails, suitable for all skill levels.
Lobster Roll Restaurant
Lobster Roll Restaurant
11 minutes' walk
Casual eatery famous for its lobster rolls. Offers indoor and outdoor seating with a vibrant beach ambiance.
The Lobster Roll
The Lobster Roll
11 minutes' walk
Another local favorite featuring fresh seafood dishes. Known for a relaxed atmosphere and exceptional flavors.
Surf Lodge
10 minutes' drive
Chic venue hosting live music and events. Popular for its vibrant nightlife and lively local atmosphere.
Amagansett Free Library
10 minutes' drive
A community hub featuring author talks, art exhibits, and children's programs. Ideal for family activities.
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
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:
77

Reviews and Ratings

Feedback about Windward Shores from previous guests about their experience.
Cleanliness
8.8/10
Comfort
8.7/10
Facilities
8.8/10
Free Wi-Fi
8.1/10
Location
9.1/10
Staff
9.3/10
Value for money
8.3/10
Pros
Clean grounds
Ocean location
Polite receptionist
Cons
Basic room
Guest reviews
based on 82 reviews
8.8/10
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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