Title: The Best 5 Star Hotels in Chester, NY from $123 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx6046665)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6046665.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6046665.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chester 5 Star Hotels Tonight [Mar 1 - Mar 2](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-01&endDate=2026-03-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 2 - Mar 3](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-02&endDate=2026-03-03&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chester-Hotels.s50-0-d6046665.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chester-Hotels.s50-0-d6046665.Travel-Guide-Filter-Hotels) ## 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](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Nanuet 425 E Route 59 Nanuet NY $106 nightly $123 total Mar 22 - Mar 23 Total with taxes and fees 9/10 Wonderful! (1,071 reviews) [](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![DoubleTree by Hilton Mahwah](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Mahwah 180 Route 17 S Mahwah NJ $114 nightly $131 total Mar 8 - Mar 9 Total with taxes and fees 7.8/10 Good! (948 reviews) [](https://expedia.com/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ![The Abbey Inn & Spa](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Abbey Inn & Spa 900 Fort Hill Rd Peekskill NY $377 nightly $432 total Mar 8 - Mar 9 Total with taxes and fees [](https://expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) Still don't see what you're looking for? [See all properties in Chester.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=6046665&star=50&star=50&amenities=WATER_PARK) 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. [See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&adults=2®ionId=6046665) ![Black dirt region farm Chester New York](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=900&h=550&p=1&q=high) ## Top Chester Hotel Reviews ## Find out more about Chester Ready for an incredible adventure? Add even more enjoyment on your next trip to Chester by treating yourself to the best of the best when it comes to accommodation. It's an ideal pairing. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chester so popular in the last year. There's no reason to delay a getaway to Chester any longer. We should also mention, the hotels in this area are known for customer service, so you know you'll be well cared for during your getaway. Book one of Expedia's luxurious 5-star hotels in Chester and get ready to be pampered like never before. You deserve the great vacation you're dreaming about. ### Get a Great Deal on 5-Star Hotels in Chester Don't be afraid to be pampered during your trip, along with the best conditions. Spa treatments, delicious meals, and one-on-one attention are all at your fingertips. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive fantastic marks for guest services, so you know you'll be well cared for during your getaway. What kind of amenities will make your stay a wonderful one? A mud wrap treatment that will leave you feeling outstanding? 24-hour room service, so you can order that Turkish coffee in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Want to see for yourself? Plenty of visitors recommend this location. You won't sleep and order room service the entire time, though. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Chester are waiting for you to rest up after an exciting day. ### Make Your Escape The results are in, and Chester 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Chester! Don't put off your dream vacation any longer -- Expedia can help you land a great deal on accommodation. Select one of the 5-star hotels in Chester today and decompress in the lap of luxury when you're ready. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Chester? > - Search for the lowest price per night from $123 ### What makes a hotel 5 stars in Chester? ### Are there any 5-star all-inclusive resorts in Chester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Castle Fun Center ](https://www.expedia.com/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum Village ](https://www.expedia.com/Museum-Village-Hotels.0-l553248621559142200-0.Travel-Guide-Filter-Hotels) - [Hotels near LEGOLAND® New York ](https://www.expedia.com/LEGOLAND-New-York-Hotels.0-l553248635997928006-0.Travel-Guide-Filter-Hotels) - [Hotels near The Rock Sports Complex ](https://www.expedia.com/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels) - 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