Title: Book the Best Amagansett LUXURY Hotels - Upscale Hotels in Amagansett, NY | Expedia.ca [Amagansett Travel Guide](https://expedia.ca/Amagansett.dx73561)[Hotels in Amagansett](https://expedia.ca/Amagansett-Hotels.d73561.Travel-Guide-Hotels)[Vacation Rentals in Amagansett](https://expedia.ca/Amagansett-Vacation-Rentals.d73561.Travel-Guide-VacationRentals)[Flights to Amagansett](https://expedia.ca/Cheap-Flights-To-Amagansett.d73561.Travel-Guide-Flights)[Amagansett Car Rentals](https://expedia.ca/Car-Rentals-In-Amagansett.d73561.Car-Rental-Guide)[Amagansett Vacation Packages](https://expedia.ca/Amagansett.d73561.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ec859b78e239f6cc9a1827de2cb021dc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Amagansett, NY ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Amagansett Luxury Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Amagansett Luxury Hotels ![Ocean View 2BD Corner King and Queen | Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/700cd038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/27ca1ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort Amagansett 8.8/10 Excellent (295) "Very nice & affordable " CA $183 CA $240 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15®ionId=73561&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Amagansett Hotel Reviews ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Wonderful hotel and location " [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Windward Shores Ocean Resort](//images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg) ### Windward Shores Ocean Resort 10/10 Excellent "Very nice & affordable " [](https://expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ## 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 Amagansett Beach and Hither Hills State Park, 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](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) 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. ### 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 Amagansett Beach, Hither Hills State Park, and Amagansett Square. If you have some spare time during your trip, you might want to check out Indian Wells Beach and Atlantic Avenue Beach. ### How can I get around Amagansett? > It's easier to get around town comfortably when you know your options. 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