Find 5 Star Hotels in Chester, NY from ￥18,677

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Check availability on Chester 5 Star Hotels

Tonight
Dec 29 - Dec 30
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Dec 30 - Dec 31
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Jan 2 - Jan 4
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Jan 9 - Jan 11
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chester.
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

425 E Route 59 Nanuet NY
The price is ￥16,048 per night from Jan 11 to Jan 12
￥16,048
￥18,677 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
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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.

Learn more about Chester

Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.

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Black dirt region farm Chester New York

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chester?
There are a variety of pricing options for 5-star hotels in Chester on Expedia. The amount you pay will depend on when you want to travel, length of your trip and other factors. Compare available accommodations for your desired dates and use our pricing and other filters to score the perfect high-end stay.

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What makes a hotel 5 stars in Chester?
In Chester, a hotel must offer a specific amount of top-notch amenities to be rated 5 stars. These may include gourmet restaurants, saunas and spas, on-site gyms, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may also offer special touches like a welcome gift.
Are there any 5-star all-inclusive resorts in Chester?
Our filter tool is the easiest way to narrow down what you want. Select "5-star" and "All inclusive" to show the most luxurious hotels in Chester where your room, meals, entertainment and activities are included in the price. At these stays, your vacation is pure indulgence from the moment you enter the lobby.