Find Luxury Hotels in Amagansett, NY

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Compare Amagansett Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is SAR 474
SAR 623 total
includes taxes & fees
6 Jan - 7 January 2025
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Amagansett?
Use Expedia and let us help you arrange a flight to East Hampton, NY (HTO) airport or Montauk, NY (MTP) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a vacation, so we make it easy to find what you’d like to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Amagansett has to offer. Amagansett has some interesting things to see and do including Atlantic Avenue Beach and Amagansett Beach, so you might want to take in the local sights during your visit.
What's the best high-end hotel in Amagansett?
The Roundtree, Amagansett is a luxury hotel with spa services and in-room massages, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
How many luxury hotels will I be able to find in Amagansett?
Lie in the lap of luxury during your getaway to Amagansett in one of Expedia’s 8 luxury hotels.
When can I expect good weather in Amagansett?
Planning for the weather is an important factor for making your trip to Amagansett a success, especially when you’re splurging. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Amagansett is 57 inches.
What's there to see and do in Amagansett?
Enjoy all that Amagansett has to offer when you visit Atlantic Avenue Beach, Amagansett Beach, and Hither Hills State Park. If you have some spare time during your trip, you might want to check out The Hamptons Beaches and Amagansett Square.
How can I get around Amagansett?
It’s easier to get around town comfortably when you know your options. If you want to venture outside of the area, hop on a train at Amagansett Station.