Escape to Windward Shores Ocean Resort, a serene beachfront haven with sun-kissed terraces and lush gardens. Soak up the sun on loungers or play a match on the outdoor tennis courts.
2062 Montauk Highway, PO Box 7031, Amagansett, NY, 11930
What's nearby
Hither Hills State Park - 17 min walk - 1.5 km
Kirk Park Beach - 10 min drive - 11.7 km
South Edison Beach - 11 min drive - 12.8 km
Ditch Plains Beach - 14 min drive - 15.6 km
Montauk Point - 22 min drive - 23.7 km
Getting around
Montauk, NY (MTP) - 15 min drive
East Hampton, NY (HTO) - 21 min drive
John F. Kennedy Intl. Airport (JFK) - 130 min drive
New London, CT (GON-Groton - New London) - 23 miles/37 km
Block Island, RI (BID-Block Island State) - 26.7 miles/43 km
Fishers Island, NY (FID-Elizabeth Field) - 17.6 miles/28.3 km
Westerly, RI (WST-Westerly State) - 27.1 miles/43.6 km
Amagansett Station - 7 min drive
Montauk Station - 11 min drive
Bridgehampton Station - 22 min drive
Restaurants
IGA Supermarket - 6 min drive
The Lobster Roll Restaurant - 8 min walk
Navy Beach Restaurant - 10 min drive
Clam Bar at Napeague - 5 min walk
Sole East Resort - 8 min drive
About this property
Windward Shores Ocean Resort
Situated by the ocean, Windward Shores Ocean Resort is a great choice for a stay in Amagansett. You can go for a morning swim at the seasonal outdoor pool and visit the outdoor tennis courts for a workout. A terrace and a garden are offered, and in-room conveniences include refrigerators and microwaves. Fellow travelers love the helpful staff and overall property condition.
At a glance
DONE
Property size
35 apartments
Arranged over 2 floors
DONE
Arriving/Leaving
Check-in start time: 4:00 PM; Check-in end time: 9:00 PM
Contactless check-in available
Late check-in subject to availability
Minimum check-in age: 25
Check-out time is 11 AM
Contactless check-out available
DONE
Special check-in instructions
The front desk is open daily from 9 AM - 9:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 5 PM please contact the property in advance using the information on the booking confirmation
For any questions, please contact the property using the information on the booking confirmation
Deposit of full cost of stay is required and due at time of booking.
DONE
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 25
PETS
Pets
Pets not allowed
Service animals welcome
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free onsite self parking
Onsite parking limited
VPN_KEY
Other information
Smoke-free property
Property amenities
Beach
On the beach
Beach sun loungers
Beach towels
Beach umbrellas
Pool/Spa
Seasonal outdoor pool
Internet
Free WiFi
Parking and transportation
Free self parking on site
Limited onsite parking
Kitchen
Refrigerator (full size)
Stovetop
Microwave
Dishwasher
Coffee/tea maker
Cookware/dishes/utensils
Bedrooms
Rollaway/extra beds: USD 25.0 per night
Bathrooms
Bathtub or shower
Hair dryer
Towels provided
Free toiletries
Entertainment
TV with cable service
Outdoor areas
Terrace
Garden
Laundry
Laundry facilities
Comfort
Air conditioning
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
No elevators
Smoke-free property
Services and conveniences
Daily housekeeping
Iron/ironing board
Phone
Free newspapers (lobby)
Vending machine
Free local calls
Change of towels (on request)
Front desk (limited hours)
Location highlights
Near the ocean
Near the sea
Near a train station
Things to do
2 outdoor tennis courts
Fishing nearby
Safety features
Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Smoke detector installed (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
35 rooms
2 floors
2 buildings
Individually decorated
Individually furnished
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
Resort fee: USD 21.76 per accommodation, per night
Children & extra beds
Cribs/infant beds are available for USD 25.0 per night
Rollaway beds are available for USD 25.0 per night
Policies
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
This property does not have elevators.
Host has indicated there is a carbon monoxide detector on the property.
Host has indicated there is a smoke detector on the property.
Guests can rest easy knowing there's a fire extinguisher on site.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.
Sorry, pets aren't allowed, but service animals are welcome.
Is parking offered on site at Windward Shores Ocean Resort?
Yes, there's free self parking. Parking spots may be limited.
What are the check-in and check-out times at Windward Shores Ocean Resort?
Check-in start time: 4:00 PM; Check-in end time: 9:00 PM. Check-out time is 11 AM. Contactless check-in and check-out are available.
What is there to do at Windward Shores Ocean Resort and nearby?
Practice your swing on the tennis courts. Enjoy amenities like a seasonal outdoor pool and a garden.
Does Windward Shores Ocean Resort have a kitchen or kitchenette?
Yes, there is a kitchen which also includes a coffee maker, cookware, and a refrigerator.
What's the area around Windward Shores Ocean Resort like?
Windward Shores Ocean Resort is located a short 17-minute walk from Hither Hills State Park.
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Windward Shores Ocean Resort Reviews
Reviews
8.8
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
9.0/10
Cleanliness
8.6/10
Staff & service
8.4/10
Amenities
8.6/10
Property conditions & facilities
9.0/10
Eco-friendliness
Popular mentions
Room
Beach
Location
Service staff
Amenities
Dune
Shower
Car
Restaurant
Bathroom
What guests liked
The property offers a beautiful private beach with lovely amenities, including chairs and umbrellas, and stunning sunrises and sunsets. (15 reviews)
The pool was a bonus feature, being heated and just footsteps from the room. (4 reviews)
From real guest reviews summarized by AI.
Reviews
8/10 Very good
Jun 14, 2025
Easy checking in and out
Easy access few steps to beach from first floor unit
comenius
comenius, 4-night trip
8/10 Very good
Jun 28, 2025
Decent and Better priced
A good choice for “affordable” stays in the Hamptons. The place is not “fresh” or chic by any means but it’s very acceptable and half the price of many other accommodations. Over all it’s a good value. Clean, well located and homey.
Chris
Chris, 2-night trip
10/10 Exceptional
Mar 4, 2025
Great cozy place
Verified traveler
2-night trip
10/10 Exceptional
Apr 28, 2025
I like me the easiness of checking in and the size of the room.
Edwin
Edwin, 1-night trip
10/10 Exceptional
Jan 14, 2025
Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again.
Karen
Karen, 2-night trip
10/10 Exceptional
Mar 30, 2025
Love the ocean view from the balcony
Freddy
Freddy, 1-night trip
10/10 Exceptional
Mar 30, 2025
2nd loft bedroom/bath was especially nice
Patricia
Patricia, 1-night trip
10/10 Exceptional
Mar 30, 2025
amazing
Condo was great, family of 5 , clean, no hassle
John
John, 2-night trip
10/10 Exceptional
Nov 10, 2024
I enjoy the place very clean and quiet
Monica
Monica, 1-night trip
10/10 Exceptional
May 12, 2025
Mother’s Day weekend for a family of 4. From start to finish, the stay was amazing. The check-in was so simple. The room was exactly how the photos showed. It was clean and roomy. The beach is a very short walk away. Even though the pool was not officially open yet, it looked wonderful. We have already decided that we will be coming back in the summer.
Kevin
Kevin, 1-night trip
8/10 Very good
Feb 9, 2025
Beautiful location, clean property, and nice staff.
Just hard to turn in to the parking lot but not much that the hotel can do for that.
The private beach is stunning.
Miltiadis
Miltiadis, 2-night trip
10/10 Exceptional
Dec 5, 2024
Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!
John
John, 4-night trip
10/10 Exceptional
Jan 23, 2025
Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!
patricia
patricia, 2-night trip
10/10 Exceptional
Jul 1, 2024
Great stay!
We had a great stay at Windward Shores! Would definitely recommend. Our room was clean and comfortable, and the staff was very friendly.
Kathleen
Kathleen, 2-night trip
10/10 Exceptional
Nov 14, 2024
Lovely seaside accommodations. Very clean and comfortable. The location is perfect. The room was just a short walk from the beach. Just minutes away from downtown Montauk. Having a full kitchen is great.
Franklin
Franklin, 1-night trip
10/10 Exceptional
Apr 21, 2024
Room was clean, comfortable and exactly as described.
Michelle
Michelle, 2-night trip
10/10 Exceptional
Apr 18, 2024
Great place to spend a few days in the Hamptons. Very helpful, hospitable staff. Room was spacious and clean with all amenities like a full kitchenette, comfortable beds and great beach access.
Overall a great couple’s destination for a few days of relaxation in the Hamptons.
Lukas
Lukas, 2-night trip
10/10 Exceptional
Nov 17, 2024
while at the Hamptons....!!!!
smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite
we simply loved the place.
Hermes
Hermes, 4-night trip
10/10 Exceptional
Jun 10, 2023
Perfect quiet beach resort
We loved our stay here! Comfortable, clean and right on the beach! Perfect location between Montauk and East Hampton. The staff were all helpful and friendly and I hope to come back again soon!
Andrea
Andrea, 3-night trip
10/10 Exceptional
Mar 10, 2024
Great Winter stay at a summer resort
Amazing place. Summer resort and we enjoyed the winter prices. Short drive in either directions for a good restaurant !
Kelly
Kelly, 2-night trip
10/10 Exceptional
Apr 30, 2023
This place is very nice. Friendly staff, clean room, stones throw from the ocean. Highly recommend !!
David
David, 1-night trip
10/10 Exceptional
Jun 13, 2024
Access to the beach.
Randy
Randy, 1-night trip
10/10 Exceptional
Nov 7, 2022
Nice property. Beds were a bit stiff but we had a nice stay.
sean
10/10 Exceptional
Aug 18, 2022
The staff was very helpful, especially the attendants on the beach.