Title: 5 Stars Hotels in Chester, New York from CA $163 - Find Cheap Chester Hotels With 5 Stars | Expedia.ca [Chester Travel Guide](https://expedia.ca/Chester.dx6046665)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d6046665.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6046665.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Chester, New York from CA $163 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-28&endDate=2025-12-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-29&endDate=2025-12-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-09&endDate=2026-01-11&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.ca/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.ca/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 CA $140 CA $163 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.8/10 Excellent! (1,010 reviews) [](https://expedia.ca/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 CA $156 CA $179 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.6/10 Good! (935 reviews) [](https://expedia.ca/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 CA $338 CA $450 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (231 reviews) [](https://expedia.ca/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.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®ionId=6046665&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®ionId=6046665&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®ionId=6046665&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®ionId=6046665&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®ionId=6046665&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F12%2F2025&endDate=31%2F12%2F2025®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 Centre for go-karts, mini-golf, and arcade games. [See all hotels in Chester](https://www.expedia.ca/Hotel-Search?startDate=2026-01-12&endDate=2026-01-13&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 ## Five Star Hotels in Chester There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chester so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chester and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Chester Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Chester The results are in, and Chester 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chester! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chester today and settle down in the lap of luxury tomorrow. ## 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 CA $163 ### 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 - Other - More ways to book - [1 Star Hotels in Upper Manhattan ](https://www.expedia.ca/1Star-Upper-Manhattan-New-York-Hotels.s10-n553248635074842933-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Central Park North ](https://www.expedia.ca/2Star-Central-Park-North-New-York-Hotels.s20-n553248635975749528-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Harriman ](https://www.expedia.ca/2Star-Harriman-Hotels.s20-0-d183682.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Walden ](https://www.expedia.ca/2Star-Walden-Hotels.s20-0-d6361117.Travel-Guide-Filter-Hotels) - 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