Title: Book the Best Napeague LUXURY Hotels - Upscale Hotels in Napeague, Amagansett | Expedia.ca

[Napeague Travel Guide](https://expedia.ca/Amagansett-Napeague.dx553248634999149912)[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)[Napeague Car Rentals](https://expedia.ca/Car-Rentals-In-Napeague.d553248634999149912.Car-Rental-Guide)[Napeague Vacations](https://expedia.ca/Napeague.d553248634999149912.Destination-Travel-Guides)

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# Find Luxury Hotels in Napeague, Amagansett

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## Check availability on Napeague Luxury Hotels

Tonight

[Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=553248634999149912&startDate=2025-12-22&endDate=2025-12-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=553248634999149912&startDate=2025-12-23&endDate=2025-12-24&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999149912&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634999149912&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Napeague luxury hotels

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.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)

![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

[](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

Napeague

8.8/10

Excellent

(303)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry

[](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=2026-01-05&endDate=2026-01-06&regionId=553248634999149912&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true)

## Top Napeague Hotel Reviews

![Montauk Yacht Club](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg)

### Montauk Yacht Club

10/10 Excellent

"Amazing property! Excellent service "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information)

## Frequently asked questions

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