Title: TOP Hotels with Entertainment in Chester, NY for 2026 | Expedia.co.uk [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Holiday Rentals in Chester](https://expedia.co.uk/Chester-Holiday-Rentals.d6046665.Travel-Guide-HolidayRentals)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d6046665.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d6046665.Holidays-City-Breaks) ![Black dirt region farm Chester New York](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Entertainment in Chester - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Hotels with Entertainment Tonight [29 Dec - 30 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [30 Dec - 31 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels with entertainment ![Superior Double Room, Ensuite (Primrose) | Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/0c3a1284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/87db9055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dominion House Bed & Breakfast [](https://www.expedia.co.uk/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) Chester 9.2/10 Wonderful (233) "Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erek £180 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/d987aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/ecf083e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds (Extra Floor Space) | Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/7fdb6355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast ](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/1b13bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Haskell - Wayne Area by IHG [](https://www.expedia.co.uk/Wanaque-Hotels-Holiday-Inn-Express-Haskell-Wayne-Area.h2256592.Hotel-Information) Wanaque 9.0/10 Wonderful (1004) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina £110 includes taxes & fees 25 Jan - 26 Jan 2026 [](https://www.expedia.co.uk/Wanaque-Hotels-Holiday-Inn-Express-Haskell-Wayne-Area.h2256592.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/f09dc021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms, Fireplace | Living area | 55-inch TV with cable channels, ping pong](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/565c7d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms, Kitchen | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/3c37b043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms, Kitchen | Premium bedding, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/7175c77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Creek [](https://www.expedia.co.uk/Vernon-Hotels-Mountain-Creek.h2899900.Hotel-Information) Vernon 8.2/10 Very good (657) "Glad i stay very nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £223 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Vernon-Hotels-Mountain-Creek.h2899900.Hotel-Information) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/697f516f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/db249c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/8598f20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible Bathtub, Non Smoking (Comm, Mobil, Access Tub) | Pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/6bec0a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Middletown - Goshen by IHG [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.Hotel-Information) Middletown 8.8/10 Excellent (698) "Clean and close to shopping. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur £103 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.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.co.uk/Hotel-Search?startDate=2026-01-12&endDate=2026-01-13®ionId=6046665&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 10/10 Excellent "Very clean room - great stay would stay again! 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