Title: Top Hotels in Chester, NY 2026 | Expedia.co.uk [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) ![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) ### 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 ## Go beyond your typical stay in Chester Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=SPA_ON_SITE) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=POOL) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&travelerType=family_friendly) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=HOT_TUB) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&amenities=PETS) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=CABIN) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=AGRITOURISM) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=CONDO) Villa [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=VILLA) Chalet [](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-17&d2=2026-03-17&lodging=CHALET) ## Check prices for these dates Tonight [1 Mar - 2 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-03-01&endDate=2026-03-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [2 Mar - 3 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-03-02&endDate=2026-03-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6046665&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/308be1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/1a5890e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/2d8c93f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) Chester 8.6/10 Excellent (1,003 reviews) "great stay. had everything needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana £77 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![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/20000000/19450000/19441300/19441254/98e48046.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/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 £180 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/366b5630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/9bba8a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 Queen Bed | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/8995b312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Point Motel [](https://www.expedia.co.uk/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information) Sussex 9.2/10 Wonderful (113 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob £66 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/cb4d648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/11e85be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/8d257ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Select Comfort beds, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/f99cdba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hamlet Inn at Warwick [](https://www.expedia.co.uk/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.Hotel-Information) Warwick 7.6/10 Good (154 reviews) "good accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro £71 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/7ce1352f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/61a8edaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/a69379da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/c1748f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Central Valley - Woodbury [](https://www.expedia.co.uk/Central-Valley-Hotels-Comfort-Suites-Central-Valley-Woodbury.h110297545.Hotel-Information) Central Valley 7.6/10 Good (12 reviews) "The cleaning could have been better" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yuna £90 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Central-Valley-Hotels-Comfort-Suites-Central-Valley-Woodbury.h110297545.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/00e54810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/2154c327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn [](https://www.expedia.co.uk/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) Montgomery 9.2/10 Wonderful (153 reviews) "Breakfast was hot and tasty. Staff were all pleasant and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) wendy [](https://www.expedia.co.uk/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/dcfab2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/96738a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self-parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/5191c840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Motel [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information) Vernon 7.6/10 Good (525 reviews) "Room was clean everything was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £57 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information) ![Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/2ebdd972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Refrigerator & Microwave | In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3d926444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/97f00815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Wurtsboro [](https://www.expedia.co.uk/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) Wurtsboro 7.6/10 Good (611 reviews) "Excellent, clean, comfortable stay on a stormy night. Great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £86 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/8626bd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.co.uk/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1,003 reviews) "The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith £81 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/0bd48f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/ba2c672f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Middletown Goshen [](https://www.expedia.co.uk/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) Middletown 8.6/10 Excellent (1,000 reviews) "Love staying here " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) devin £81 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/605b2de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/4856168e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/abf8ab38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Montgomery by IHG [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) Montgomery 8.8/10 Excellent (828 reviews) "The staff was great! The room was clean and the breakfast was excellent." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joey £78 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e850dcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/5922b597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e9045f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/84f664f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn near Mountain Creek [](https://www.expedia.co.uk/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) Vernon 7.6/10 Good (1,001 reviews) "Good breakfast, and everything was clean in a great room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven £78 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Classic Quadruple Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/02c64296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | Living area | TV](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/6f763a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/57b8670c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | Bathroom | Combined shower/bathtub, free toiletries, towels](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/fef47c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rolling Hills Motel [](https://www.expedia.co.uk/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information) Sussex 8.6/10 Excellent (201 reviews) "Room was very spacious, easy check in and check out procedure, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KIRK £65 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/cabaefdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View | Desk, iron/ironing board, free cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point [](https://www.expedia.co.uk/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) New Windsor 8.4/10 Very good (1,002 reviews) "Superb place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denessy £81 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/c4928040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/5b25316b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/d71c1690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/w4000h2662x0y0-aa463bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Goshen Middletown [](https://www.expedia.co.uk/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information) Goshen 8.8/10 Excellent (1,001 reviews) "Was nice place to stay I like it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Artemio £85 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/0d0877d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/32024169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/0be7b0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Fishkill [](https://www.expedia.co.uk/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information) Fishkill 7.4/10 Good (31 reviews) "Hotel was very good for the price. Beds were comfortable, and the room and bathroom were clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candy £83 includes taxes & fees 7 Mar - 8 Mar [](https://www.expedia.co.uk/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | View from room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b5096992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | Desk, blackout curtains, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b8252450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/6d06d46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Hudson [](https://www.expedia.co.uk/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) Peekskill 7.0/10 Good (1,002 reviews) "The staff was really welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devis £80 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/d7537d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/4029198a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/4ea3828f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/5ad4d11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn at Central Valley-Woodbury [](https://www.expedia.co.uk/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information) Central Valley 7.2/10 Good (1,000 reviews) "Room was perfect, motel in good location, excellent value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £82 includes taxes & fees 15 Mar - 16 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information) ![House (1 Bedroom) | Living area](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/780cac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/d5ed89f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/1d322732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/a309408b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hike & Fish: Outdoor Retreat Near Trails [](https://www.expedia.co.uk/Westbrookville-Hotels-Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information) Westbrookville £228 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Westbrookville-Hotels-Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information) ![Free continental breakfast on weekdays ](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/f7784036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Efficiency, Suite, 1 King Bed, Non Smoking | Premium bedding, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/6eb13bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middletown - Goshen [](https://www.expedia.co.uk/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) Middletown 8.6/10 Excellent (1,006 reviews) "Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carla £91 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.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=2026-03-15&endDate=2026-03-16®ionId=6046665&adults=2&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=HTG_SPRING_PROMO_6046665) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d6046665.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d6046665.Travel-Guide-Hotels) ## Stay near popular Chester attractions ### The Rock Sports Complex 4.0/5 (10 reviews) This dedicated sports venue hosts baseball and softball tournaments on well-maintained turf fields. Bring portable chairs and sun protection to enjoy the games in comfort at this local athletic hub. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248624556330411) ### Museum Village 4.5/5 (4 reviews) Step back in time at Museum Village, where costumed interpreters bring 19th-century rural American life to vivid reality. Explore historic buildings and watch traditional craftspeople demonstrate forgotten skills. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621559142200) ### Goosepond Mountain State Park 4.0/5 (3 reviews) This 1,558-acre undeveloped park offers a tranquil escape with diverse trails through woods, fields, and wetlands. Bring binoculars to spot songbirds from the boardwalk that crosses marshy areas. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635974861777) ## 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.co.uk/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 ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Best hotel in town. Clean clean smoke free hotel " [](https://expedia.co.uk/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 "Good" [](https://expedia.co.uk/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Hampton Inn Nanuet](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Great hospitality " [](https://expedia.co.uk/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Excellent stay! " [](https://expedia.co.uk/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "The room and the amenities were very clean and comfortable." [](https://expedia.co.uk/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "Everything was wonderful " [](https://expedia.co.uk/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg) ### Courtyard by Marriott Fishkill 10/10 Excellent "The room was spotless,the staff seem courteous, wifi was pretty good for playing video games" [](https://expedia.co.uk/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) ![Quality Inn near Mountain Creek](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8_y.jpg) ### Quality Inn near Mountain Creek 10/10 Excellent "Fast check in and out" [](https://expedia.co.uk/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Great room, bed and cleanliness! Nice staff, warm and welcoming. " [](https://expedia.co.uk/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ## More cheap stays in Chester ![Super 8 by Wyndham Mahwah](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Mahwah 160 State Route 17 South Mahwah NJ £68 8 Mar - 9 Mar includes taxes & fees 7.4/10 Good! (1,001 reviews) [](https://expedia.co.uk/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Nanuet 20 Overlook Blvd Nanuet NY £79 2 Mar - 3 Mar includes taxes & fees 8.4/10 Very Good! (1,107 reviews) [](https://expedia.co.uk/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Mahwah 290 Rt 17s Mahwah NJ £82 8 Mar - 9 Mar includes taxes & fees 8.8/10 Excellent! (1,466 reviews) [](https://expedia.co.uk/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY £91 8 Mar - 9 Mar includes taxes & fees 8.6/10 Excellent! (1,006 reviews) [](https://expedia.co.uk/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Ramsey-Mahwah by IHG 946 Route 17 North Ramsey NJ £94 8 Mar - 9 Mar includes taxes & fees 9.2/10 Wonderful! (1,002 reviews) [](https://expedia.co.uk/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Harriman Woodbury 60 Centre Dr Central Valley NY £97 8 Mar - 9 Mar includes taxes & fees 9.2/10 Wonderful! (1,064 reviews) [](https://expedia.co.uk/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ## Find out more about Chester ### Top reasons to visit Chester - **Stunning Outdoor Adventures:** Explore beautiful national and state parks, picturesque lakes, and urban parks, perfect for nature enthusiasts. - **Family-Friendly Attractions:** Chester is packed with activities suitable for all ages, ensuring fun for the entire family. - **Vibrant Shopping Experiences:** Indulge in retail therapy at local shopping centres and malls, offering a wide range of options. - **Warm Local Hospitality:** Enjoy the charm and friendliness of the locals, enhancing your travel experience. - **Diverse Accommodation Options:** Choose from family-friendly hotels to luxury stays, catering to all types of travellers. ### Find great hotels near Chester Discover the charm of Chester, New York, with a variety of accommodation options that cater to every type of traveller. From family-friendly hotels to pet-friendly lodgings, the area offers a warm welcome for all. Whether you're seeking a business-themed stay or a relaxing getaway, Chester's hotels promise comfort and convenience, ensuring a delightful experience during your visit. - **[Super 8 by Wyndham Middletown: ](https://www.expedia.co.uk/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information)** A convenient and budget-friendly lodging option, Super 8 by Wyndham Middletown is situated a mere 5.6km from Chester. This motel is ideal for travellers seeking a straightforward stay with essential amenities. Guests can start their day with complimentary breakfast options available on weekdays and weekends, including wrapped food for those on the go. The property boasts entertainment features such as premium TV channels, satellite TV, and a television in each room. With nearby outlet shopping, it's perfect for those looking to explore local attractions. - **[Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: ](https://www.expedia.co.uk/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)** Located 8.7km from Chester, the Red Roof Inn & Suites Newburgh offers a welcoming atmosphere for families and business travellers alike. This hotel prides itself on being LGBTQIA-friendly and provides a selection of amenities tailored for business needs, including a meeting room and business centre. Families will appreciate the complimentary cribs available for younger guests. With its commitment to inclusivity and comfort, this property is a fantastic choice for diverse groups looking for a pleasant stay near the scenic Hudson Valley. - **[Howard Johnson by Wyndham Newburgh/West Point: ](https://www.expedia.co.uk/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information)** Positioned 8.7km from Chester, the Howard Johnson by Wyndham Newburgh is an excellent choice for business-minded travellers. This hotel features a range of facilities designed to support corporate needs, ensuring a productive stay. With a focus on comfort and convenience, guests can take advantage of spacious accommodations and essential amenities, making it a suitable base for those visiting the West Point area or conducting business in Newburgh. ### Where to stay near Chester Chester, New York, offers a delightful blend of family-friendly attractions and vibrant city life. Discover the picturesque scenery as you explore nearby towns and enjoy the warm hospitality of the locals. Ideal for both budget-conscious travellers and those seeking luxury, Chester serves as a perfect base to experience the charm of New York City and its popular destinations. From entertainment to relaxation, this friendly city promises a memorable getaway for all. - **[Middletown: ](https://www.expedia.co.uk/Middletown-Hotels.d8864.Travel-Guide-Hotels)** Situated approximately 6.2km from Chester, Middletown is a vibrant city offering a mix of family-friendly entertainment and urban experiences. While its visitor numbers remain fairly consistent throughout the year, the peak months of April and June to July see an influx of tourists eager to explore its array of attractions. From shopping centres to resorts, there's something for everyone. Local highlights include a lively theme park and picturesque lakes, perfect for a day out with family or friends. With its bustling atmosphere, Middletown invites you to immerse yourself in a truly enjoyable city-themed experience. - **[Goshen: ](https://www.expedia.co.uk/Goshen-Hotels.d8005.Travel-Guide-Hotels)** Located a mere 2.5km from Chester, Goshen is a charming city that draws visitors year-round, with notable peaks in March, July, and September. Known for its family-friendly vibe and entertainment options, Goshen boasts a range of shopping centres and resorts. The city is also home to a delightful tourist precinct and a vibrant town square, making it an excellent spot for leisurely strolls and dining experiences. Whether you're looking to shop or simply enjoy the local culture, Goshen offers a welcoming atmosphere and unique attractions that are sure to delight. - **[Monroe: ](https://www.expedia.co.uk/Monroe-Hotels.d6171715.Travel-Guide-Hotels)** Just 3.1km from Chester, Monroe is a city that combines business and leisure, appealing to a diverse range of travellers. The peak visitor months of June to July and September highlight its attractiveness as a destination. Popular for its shopping malls and resorts, Monroe also features stunning natural landmarks, including lakes and mountains, making it perfect for outdoor enthusiasts. With a family-oriented vibe and a variety of activities on offer, Monroe provides a balanced travel experience that caters to both relaxation and adventure. ### Things to do in and around Chester Chester offers a delightful mix of family-friendly activities and city-themed attractions. Visitors can enjoy a relaxing stay at local resorts, explore vibrant shopping centres, and indulge in retail therapy at the shopping mall. With its variety of entertainment options, Chester is an ideal destination for a memorable holiday experience. **Shopping** For a delightful shopping experience in Chester, visit Monroe Federal Plaza Shopping Center, just 3.7km away, offering a vibrant atmosphere. Soons Orchards, located 4.3km away, provides a charming market feel. If you're up for a drive, Harriman Plaza Shopping Center, also 4.3km away, awaits with more family-friendly options. **Recreation** Experience the vibrant atmosphere at [The Rock Sports Complex](https://www.expedia.co.uk/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels), where you can engage in various sports activities. Indulge in luxury at [The Golf Club at Mansion Ridge](https://www.expedia.co.uk/The-Golf-Club-At-Mansion-Ridge-Hotels.0-l553248621532664441-0.Travel-Guide-Filter-Hotels), offering exquisite surroundings for a round of golf. For more sports excitement, visit [Michie Stadium](https://www.expedia.co.uk/Michie-Stadium-Hotels.0-l6093735-0.Travel-Guide-Filter-Hotels), known for its energetic vibe. **Adventure** Experience the thrill of motor racing at Orange County Fair Speedway, located 5.6km from Chester, where the adrenaline rush meets a vibrant atmosphere. Alternatively, enjoy skiing at Mount Peter Ski Area, 5.0km away, or explore the scenic Continental Road Trailhead, also 5.0km from Chester, for outdoor adventures. **Nightlife** For a lively night in Chester, visit Castle Fun Center for family-friendly arcade fun. Just 6.2km away, the Paramount Theatre offers a charming blend of culture and romance. For thrill-seekers, the Alpine Mountain Coaster, located 10.6km away, promises an exhilarating ride under the stars. ### Booking tips and Expedia advantages for Chester Chester, New York, offers numerous ways to save during your visit. Enjoy free entry to attractions like Sterling Forest State Park and explore the town without spending a penny. For budget-friendly accommodation, consider visiting between January and March, with Tuesday being the cheapest day to stay. Use Expedia to compare prices and find eco-certified hotels, and take advantage of package deals that combine flights and activities for better savings. Remember to filter prices from lowest to highest for the best rates available. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chester are January to March, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia’s search tool to refine your selections based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To discover the best prices and offers, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package. ### Find the best attractions near Chester Chester, New York, is an ideal destination for families and those seeking entertainment or urban experiences. Visitors can explore stunning national and state parks, picturesque lakes, and urban parks, all offering a mix of outdoor adventures, scenic beauty, and cultural experiences. With a variety of attractions to discover, Chester promises an enjoyable getaway for all travellers looking to immerse themselves in nature and local charm. - **[Bear Mountain State Park: ](https://www.expedia.co.uk/Bear-Mountain-State-Park-Hotels.0-l6127050-0.Travel-Guide-Filter-Hotels)** Located 9.3km from Chester, this national park offers a stunning blend of adventure and outdoor activities. You can hike scenic trails, enjoy breathtaking views of the Hudson River, and experience the natural beauty that makes this park a haven for nature enthusiasts. - **[Storm King Art Center: ](https://www.expedia.co.uk/Storm-King-Art-Center-Hotels.0-l6148010-0.Travel-Guide-Filter-Hotels)** Just 7.5km away, this renowned arts centre features expansive outdoor installations set against a picturesque landscape. The combination of large-scale sculptures and rolling hills provides a unique cultural experience that celebrates both art and nature. - **[Harriman State Park: ](https://www.expedia.co.uk/Harriman-State-Park-Hotels.0-l553248621533116646-0.Travel-Guide-Filter-Hotels)** Situated 8.1km from Chester, this state park is steeped in history and offers a variety of recreational opportunities. Explore its rich heritage through hiking, picnicking, and discovering the remnants of old estates amidst the lush woodlands. ### Best time to go to Chester The best time to visit Chester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 28.0°F (-2.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 29.8°F (-1.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 37.4°F (3.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 48.7°F (9.3°C) | Light Rain | Mostly Sunny | Average | Average | | May | 59.4°F (15.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 73.9°F (23.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 72.0°F (22.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.1°F (5.6°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 34.2°F (1.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### The nearest major airports for your trip to Chester When planning a visit to Chester, New York, you have several major airports to consider. John F. Kennedy International Airport ([JFK](https://www.expedia.co.uk/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is situated 34.8km away, with nearby hotels such as the luxurious [Arlo Williamsburg](https://www.expedia.co.uk/New-York-Hotels-The-Williamsburg-Hotel.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.co.uk/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 6.8km from the airport. Newark Liberty International Airport ([EWR](https://www.expedia.co.uk/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is 29.2km from Chester, offering upscale options like [The Dominick](https://www.expedia.co.uk/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [33 Hotel](https://www.expedia.co.uk/New-York-Hotels-33-Seaport-Hotel-New-York.h20868143.Hotel-Information), both located 5.6km away. LaGuardia Airport ([LGA](https://www.expedia.co.uk/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is the closest at 28.6km, featuring top-rated accommodations like [Virgin Hotels New York City](https://www.expedia.co.uk/New-York-Hotels-Virgin-Hotels-New-York-City.h87406830.Hotel-Information) and Hilton Club The Quin, both 3.7km from the airport, ensuring convenient access to your travel needs. ## Frequently asked questions ### What is the best area to stay in Chester? > This area is the heart of Chester, offering a pleasant and convenient experience for visitors. Main Street is lined with local shops, eateries, and historic buildings, creating a welcoming feel. You'll find attractions like the Chester Historical Society Museum and the Sugar Loaf Performing Arts Center nearby. The village is also known for its strong community spirit and regular events. > > > Couples looking for a relaxing getaway will appreciate the village centre. It offers a selection of cosy bed and breakfasts and boutique hotels, providing a more personal touch. You can enjoy strolls through the village, browse antique shops, and dine at local restaurants without needing to drive. The nearby Black Dirt Region is also easily accessible for wine tasting or farm visits, making for enjoyable day trips. > > > For families, staying within the village centre provides easy access to the local parks and ice cream parlours. The village green often hosts community gatherings and is a pleasant spot for children to play. ### What are the best hotels in Chester that travellers recommend? > This hotel, with an 8.6 rating, offers comfortable and clean rooms with premium bedding, ensuring a restful stay. Guests frequently praise the friendly and great staff, as well as the delicious and good complimentary breakfast, including convenient to-go options. The indoor pool is known for being clean, and there are pool sun loungers available for relaxation. The hotel is also located within a shopping district and is just 0.6 km from Castle Fun Centre and 3.2 km from LEGOLAND® New York. ### What are the best family hotels in Chester? > The Holiday Inn Express Hotel & Suites Chester by IHG, with a rating of 8.6, is a highly recommended option for families. Guests frequently mention the friendly staff and delicious complimentary breakfast. The hotel offers comfortable and clean rooms, some with sofa beds and connecting room options, which are ideal for families. A clean pool is also available for guests to enjoy. It is conveniently located just 0.6 km from the Castle Fun Centre and 3.2 km from LEGOLAND® New York. Free self-parking and free WiFi are also provided. > > > Another superb choice is The Dominion House Bed & Breakfast, which boasts an outstanding rating of 9.6\. This accommodation provides amenities such as cribs and a shared children's playground, suiting families. Guests can also benefit from free breakfast, free self-parking, and free wired internet in public areas. ### What hotels in Chester offer free breakfast? > The Dominion House Bed & Breakfast, with an impressive 9.6 rating, provides a delightful free breakfast to start your day. Guests also benefit from complimentary wired internet in public areas, free RV, bus, and truck parking, and free toiletries. > > > Another great option is the Holiday Inn Express Hotel & Suites Chester by IHG, a 3-star hotel with an 8.6 rating. This hotel offers a free breakfast, including a convenient to-go option, along with free self-parking and complimentary wired internet in public areas. Guests frequently praise the friendly staff, delicious breakfast, and comfortable, clean rooms. ### What are the best budget hotels in Chester? > The Holiday Inn Express Hotel & Suites Chester by IHG, with an 8.6 rating, offers comfortable and clean rooms, and guests frequently highlight the friendly and great staff. The hotel provides free Wi-Fi, free wired internet in public areas, and complimentary toiletries. A delicious and good breakfast is included, and a to-go breakfast option is also available. Free self-parking is another convenient feature. > > > Another excellent option is The Dominion House Bed & Breakfast, which boasts an impressive 9.6 rating. This charming bed and breakfast provides free wired internet in public areas, free toiletries, and complimentary breakfast. Guests will also appreciate the free self-parking and the availability of free RV, bus, and truck parking. ### What are the best hotels in Chester near LEGOLAND® New York? > This hotel, with an 8.6 rating, is conveniently located just 3.2 kilometres from LEGOLAND® New York. Guests frequently praise the friendly and great staff, delicious and good breakfast, and comfortable and clean rooms. It has features friendly for families such as connecting rooms and sofa beds, as well as complimentary breakfast with a to-go option, free self-parking, and free Wi-Fi. The clean pool is also a popular feature. ### When is the best time to go to Chester? > Late spring offers comfortable temperatures, typically ranging from 15°C to 25°C, making it ideal for walking, visiting local farms, and enjoying the natural beauty of the Hudson Valley. The foliage is lush and green, and many local attractions, such as farmers' markets and outdoor events, begin to open for the season. This period is particularly good for solo travellers or couples looking for a relaxed getaway with opportunities for scenic drives and light outdoor recreation without the peak summer crowds. > > > Early autumn provides a spectacular display of fall colours, especially from late September through October, with temperatures usually between 10°C and 20°C. This is a prime time for couples or solo travellers who appreciate picturesque landscapes and outdoor activities like apple picking at local orchards or exploring nearby state parks. The crisp air and vibrant scenery make it a popular time for wine tasting tours at local vineyards. > > > While summer (July to August) is also a popular time with warmer weather for lakes and outdoor adventures, it can be busier and hotter. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? ### How much is the nightly rate at a Chester hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [Hotels near NYC-All Airports ](https://www.expedia.co.uk/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Bellvale Hotels ](https://www.expedia.co.uk/Bellvale-Hotels.d3000350681.Travel-Guide-Hotels) - [Blooming Grove Hotels ](https://www.expedia.co.uk/Blooming-Grove-Hotels.d3000448042.Travel-Guide-Hotels) - [Hotels near Brotherhood Winery ](https://www.expedia.co.uk/Brotherhood-Winery-Hotels.0-l6171741-0.Travel-Guide-Filter-Hotels) - [Campbell Hall Hotels ](https://www.expedia.co.uk/Campbell-Hall-Hotels.d6338665.Travel-Guide-Hotels) - 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