Windward Shores
Resort, 3-star2062 Montauk Highway, Amagansett, NY, United StatesShow on map
Fabulous
Guests rate it highest for location, service and cleanliness.
8.6237Reviews- Check-in from 4:00 PMCheck-out by 11:00 AM.
- Superb locationGuests rate the location 9.2 out of 10, at 2062 Montauk Highway.
- Free parkingThe property states parking on site is free for guests.
Luxurious Oceanfront Resort
Scenic Grounds and Recreational Amenities Nestled on 5 acres of landscaped grounds, Windward Shores Ocean Resort offers a tranquil escape with 2 tennis courts, an inviting outdoor pool, and complimentary Wi-Fi.
Spacious Accommodations with Modern Comforts Each unit boasts a fully equipped kitchen, dining area, and a private patio, providing guests with the convenience of home. Relax in the well-appointed living space while enjoying entertainment on the flat-screen cable TV.
Convenient Location and Premium Services With a prime location near Napeague Harbor and just a short drive from Montauk and East Hampton, guests can easily explore the area. Don't miss the seasonal cabana service for added relaxation during your stay.
What this place offers
- WiFi available
- Free WiFi
- Parking
- Free Parking
- Non-smoking rooms
- Air conditioning
- Swimming pool
- Heating
- Terrace
- Family rooms
Rooms
8.6
Fabulous
Rated 8.6 out of 10 by 237 guests who stayed here.
- Cleanliness8.7
- Service9.2
- Location9.2
- Rooms7.6
- Amenities8.2
- Value8.6
- Food & drink8.7
Guests mention
Location near the beachPleasant staff
WilliamUnited StatesGood overall
Location
Furniture worn
DavidUnited StatesThe location and space was incredible, but they have cut corners with the decor - felt like cheap Walmart
The corner 2 bed apartment right on the beach you’re couldn’t fault
The decor felt low-quality compared to the rest of the accommodation. The lighting was harsh, with very bright white bulbs that made the space…
anne CHERYLAustraliaClean, comfortable facilities
The 2 bedrooms and 2 bathrooms
The cost was excessive
DawnUnited StatesWishing we were still there...will be back again
Beach was fantastic! Staff and rooms we stayed in various times are always pleasant too!
No complaints
ARTHURUnited StatesRecommended as a basic lodging and expensive, but so is everything in the area.could not imagine that the local Shell ga
Grounds were clean, well groomed and right on the Ocean. The room was clean, No air conditioning and not even a fan. Room was too warm, stuffy and I had difficulty sleeping.
Room is very basic; old couch and generallly…
MarissaThe non ocean view rooms are fabulous. I’m sure the ocean side ones are great.
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated December 2025.
Where you’ll be
2062 Montauk Highway, Amagansett, NY, United States
Guests rate the location 9.2 out of 10 — superb.
Things to know
Cancellation
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
House rules
Check-in from 4:00 PM until 05:00 PM
Check-out by 11:00 AM
Children welcome
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No pets
Free parking on site
Non-smoking rooms available
Payment & property
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
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Upon check-in photo identification and credit card are required. All special requests are subject to availability upon check-in. Special requests cannot be guaranteed and may incur additional charges. Office hours may vary; please call the hotel by 5 pm for any questions.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
What we’d check for you here
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about Windward Shores
What time is check-in and check-out at Windward Shores?
Check-in is from 4:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Does Windward Shores allow pets?
No — the property states that pets are not allowed.
Is there parking at Windward Shores?
Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.
Does Windward Shores have a pool?
Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.
Does Windward Shores have Wi-Fi?
Yes — internet access is listed among the property's facilities.
How do I book Windward Shores?
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
Where is Windward Shores?
2062 Montauk Highway, Amagansett, NY.
Other places we book in Amagansett
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