Chester Hotel Guide - 5 Stars Hotels in Chester, New York

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Check availability on Chester 5 Star Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan
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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 Rp1.716.363 per night from 11 Jan to 12 Jan
Rp1.716.363
Rp1.997.417 total
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,015 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 Centre 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?
You'll find many different pricing options for a 5-star hotel in Chester on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare available properties for your chosen dates and use our pricing and other filters to score the perfect luxury stay.

  • Search for the lowest price per night from Rp1.997.417

What makes a hotel 5 stars in Chester?
In Chester, a hotel needs to offer a certain number of upscale amenities to earn 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their exceptional standard of service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Chester?
Use our convenient filters to find an upscale retreat in Chester where most of what you need is included. From there, narrow your results for properties that have 5 stars and are described as "All inclusive." The main thing to look forward to at these stays? Pure enjoyment and indulgence.