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) ![](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [14 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-02-14&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [15 Feb - 16 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-02-15&endDate=2026-02-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels with entertainment ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/20000000/19450000/19441300/19441254/3cff05ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/f9a6b92c.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 reviews) "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 £178 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/78d303c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Property amenity](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/4231886e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/47aecc34.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 (703 reviews) "This was a wonderful experience, hotel was amazing as well as staff. I would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tierra £98 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.Hotel-Information) ![Smart TV, fireplace, table football](https://images.trvl-media.com/lodging/31000000/30360000/30358400/30358356/35f37461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30360000/30358400/30358356/f928e514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football](https://images.trvl-media.com/lodging/31000000/30360000/30358400/30358356/5922982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/31000000/30360000/30358400/30358356/3fb5a88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #248 [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-248.h30358356.Hotel-Information) Vernon 10/10 Exceptional (12 reviews) "Me, my partner and another couple stayed here for a summer weekend, the accommodations were so cozy, everything provided was great! The kitchen was fully equipped and we had pleasant breakfasts in the mornings, we went for the waterpark right around the corner, and we hope to return for the winter season. We all loved the stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David C. £352 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-248.h30358356.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99340000/99332300/99332216/7aece28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/100000000/99340000/99332300/99332216/7e196e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99340000/99332300/99332216/bff58ee5_edited_ccf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99340000/99332300/99332216/e7404545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225 [](https://www.expedia.co.uk/Vernon-Hotels-Water-Park.h99332216.Hotel-Information) Vernon 9.8/10 Exceptional (9 reviews) "Nice place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lukasz £199 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Water-Park.h99332216.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/40000000/39690000/39683500/39683459/25c2acd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/40000000/39690000/39683500/39683459/ea0c572d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39690000/39683500/39683459/e9fa1bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football](https://images.trvl-media.com/lodging/40000000/39690000/39683500/39683459/79184095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340 [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-340.h39683459.Hotel-Information) Vernon 10/10 Exceptional (19 reviews) "Nice place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime B. £205 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-340.h39683459.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112590000/112585000/112584962/bad27c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/113000000/112590000/112585000/112584962/c36ba9ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, ping pong](https://images.trvl-media.com/lodging/113000000/112590000/112585000/112584962/588c9e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112585000/112584962/dc2bf7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Creek Resort Stay • Modern Condo at The Appalachian #251 [](https://www.expedia.co.uk/Vernon-Hotels-Heated-Pool-Hot-Tubs-Sauna-Gym-Deck-Views-Appalachian-Mtn-Creek.h112584962.Hotel-Information) vernon 10/10 Exceptional (4 reviews) "Everything was great! Easy check in, clean well appointed amenities in the room and location was great! Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather K. £205 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Heated-Pool-Hot-Tubs-Sauna-Gym-Deck-Views-Appalachian-Mtn-Creek.h112584962.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120020000/120015300/120015244/01fd7250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table football](https://images.trvl-media.com/lodging/121000000/120020000/120015300/120015244/f115e0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/121000000/120020000/120015300/120015244/bc2d57e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120020000/120015300/120015244/659c0b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna [](https://www.expedia.co.uk/Vernon-Hotels-Hike.h120015244.Hotel-Information) Vernon Township 10/10 Exceptional (46 reviews) "Loved it ! Very clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas M. £192 includes taxes & fees 17 Mar - 18 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Hike.h120015244.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/48a0f9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/156bf0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/10b2e938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/f941e5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Appalachian at Mountain Creek [](https://www.expedia.co.uk/Vernon-Hotels-Your-Family-Adventure-Awaits-In-The-Appalachian-Hotel-At-Mountain-Creek-Resort.h119038577.Hotel-Information) Vernon Township £177 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Your-Family-Adventure-Awaits-In-The-Appalachian-Hotel-At-Mountain-Creek-Resort.h119038577.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21770000/21763400/21763382/e2aaf5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21770000/21763400/21763382/2891169b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, ping pong](https://images.trvl-media.com/lodging/22000000/21770000/21763400/21763382/e1c291d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21763400/21763382/0bda562f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Mtn‑Front Condo at The Appalachian • Deck, Fireplace & Stunning Views #324 [](https://www.expedia.co.uk/Vernon-Hotels-Cozy-Mountain-Getaway-With-Stunning-Views-And-Resort-Amenities-324.h21763382.Hotel-Information) Vernon 10/10 Exceptional (101 reviews) "Great place to stay on weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oleg £201 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Cozy-Mountain-Getaway-With-Stunning-Views-And-Resort-Amenities-324.h21763382.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95760000/95756700/95756653/0519f36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football](https://images.trvl-media.com/lodging/96000000/95760000/95756700/95756653/30c2911a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95760000/95756700/95756653/7898c370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95760000/95756700/95756653/a54833ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Creek Resort Stay • Modern Condo at The Appalachian #330 [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-330.h95756653.Hotel-Information) vernon 10/10 Exceptional (11 reviews) "Beautiful place, great location, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jakub S. £210 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Mtn-Creek-Pool-Hot-Tubs-Sauna-Gym-Deck-Mtn-Front-330.h95756653.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=2026-02-28&endDate=2026-03-01®ionId=6046665&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_PROMO_6046665) ## Top Chester Hotel Reviews ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "All was good no complaints " [](https://expedia.co.uk/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Staff were very professional and nice! The building and rooms were really clean, we had a blast at the indoor pool." [](https://expedia.co.uk/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![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 "Everything was perfect" [](https://expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Hampton Inn Nanuet](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Sam at the front desk is the best. She makes my stays very pleasurable " [](https://expedia.co.uk/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - [Spa Hotels in Beacon ](https://www.expedia.co.uk/Beacon-Hotels-Spa-Hotels.0-0-d6173904-tSpaHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bear Mountain ](https://www.expedia.co.uk/Bear-Mountain-Hotels-Luxury-Hotel.0-0-d183639-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Central Valley ](https://www.expedia.co.uk/Central-Valley-Hotels-Luxury-Hotel.0-0-d183651-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cold Spring ](https://www.expedia.co.uk/Cold-Spring-Hotels-Budget-Hotels.0-0-d183656-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Cornwall ](https://www.expedia.co.uk/Cornwall-Hotels-Gay-Friendly-Hotel.0-0-d6052301-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cornwall ](https://www.expedia.co.uk/Cornwall-Hotels-Historic-Hotel.0-0-d6052301-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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