Title: Book The Best Hotels in Chester, NY for 2026 from CA $116 - Competitive Prices - Expedia.ca [Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[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) ![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) # Find hotels in Chester, NY from CA $116 - ![](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 ## Go beyond your typical stay in Chester Spa [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=HOT_TUB) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=CABIN) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=PETS) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=WATER_PARK) Condo [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=CONDO) Villa [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=VILLA) ## Check prices for these dates Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-28&endDate=2025-12-29&adults=2&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&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&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&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/309e00bb.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/2000000/1200000/1194400/1194365/92dbf0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) Chester 8.6/10 Excellent (1007) "Room was clean and decent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $115 CA $136 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![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) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/87db9055.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) ### The Dominion House Bed & Breakfast [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) Chester 9.2/10 Wonderful (233) "I loved the old-fashioned decor and rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim Traveling for leisure CA $294 CA $333 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/f3b7bb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/fe354234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Montgomery by IHG [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) Montgomery 8.8/10 Excellent (801) "Room size was perfect and clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel Traveling with partner CA $112 CA $127 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/6459dee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/da52c924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1019) "Overall room was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura Traveling with friends CA $133 CA $164 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/78ebeb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c86c7344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/0dc23e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c329caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Fishkill near Interstate 84 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) Fishkill 9.2/10 Wonderful (1003) "Clean room, comfortable bed, free breakfast which was solid." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas Traveling with partner CA $128 CA $145 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/b0cd51b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/8d141322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/fe678a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Monroe - Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) Monroe 9.4/10 Exceptional (1007) "Room was nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anayansey CA $116 CA $131 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a6ffa5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/b0d13213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/4a53c1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Fishkill South near I-84 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) Fishkill 9.0/10 Wonderful (1004) "room was nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine Traveling for leisure CA $122 CA $138 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/800/736/8e33505f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/13a47184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:30 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Nanuet [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) Nanuet 9.0/10 Wonderful (1008) "Super friendly great hot tub do not sleep on the free hot cookies on arrival" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam CA $140 CA $163 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/0b1ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/0206d72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/5e8aec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Middletown [](https://www.expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) Middletown 8.6/10 Excellent (959) "The rooms were clean and comfortable" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) vishwanath Traveling with family CA $128 CA $151 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3df08b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/11f1915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/e34f60f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/275854de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Newburgh Stewart Airport [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) Newburgh 9.2/10 Wonderful (980) "Very clean, nice rooms and great service." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling for leisure CA $145 CA $171 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/51570973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) New Windsor 8.4/10 Very good (1003) "Room was clean and nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Traveling with partner CA $124 CA $141 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/53a095c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/c60ba6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/c4928040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/067fc37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Goshen Middletown [](https://www.expedia.ca/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information) Goshen 8.8/10 Excellent (1001) "Hotel exceeded our expectations in comfort, niceness of staff, beautiful pool, great free breakfast and well kept grounds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily Traveling with family CA $138 CA $170 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information) ![Buffet](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/eb75ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/7b83baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) Fishkill 8.4/10 Very good (1004) "Rooms were nicely appropriated, very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail Traveling for leisure CA $123 CA $139 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/93b27f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/112cd2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7c606992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) Middletown 8.6/10 Excellent (1005) "The room was also very clean as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Young ju CA $99 CA $117 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/0564b8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/b675c11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Suffern - Mahwah by IHG [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) Suffern 8.8/10 Excellent (1007) "The room was clean, fresh, and well-maintained, making for a very comfortable experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) uttej Traveling for leisure CA $150 CA $175 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.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) ![Room, 1 Queen Bed, Non Smoking (Stone Cottages at Bear Mountain)](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/42067525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1004) "Bed was comfortable and room was clean and good size Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna Traveling with small children CA $148 CA $168 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/3765bbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/24286d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/2c0824e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn near Mountain Creek [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) Vernon 7.6/10 Good (980) "Room was fairly nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason Traveling solo CA $117 CA $134 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/67a03857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/6383ea7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/d42d0aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Mahwah [](https://www.expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) Mahwah 8.8/10 Excellent (1429) "The room was nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa Traveling for leisure CA $156 CA $179 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/76b6e8b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/e4b94f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/58614f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16220000/16211000/16210933/6fba2a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Fishkill.h16210933.Hotel-Information) Fishkill 9.4/10 Exceptional (406) "Our room was big, clean and comfortable." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Bethany Traveling with friends CA $181 CA $204 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Fishkill.h16210933.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) ![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/8e38c0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/a2060364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Hudson [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) Peekskill 7.0/10 Good (1003) "The room was small for 3 people, but was an enjoyable stay with amazing views of the Hudson" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce Traveling with family CA $122 CA $139 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.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.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12®ionId=6046665&adults=2&sort=RECOMMENDED&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%2FChester-Hotels.d6046665.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d6046665.Travel-Guide-Hotels) ## 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=2026-01-11&endDate=2026-01-12&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) ### Stay near popular Chester attractions [](https://expedia.ca/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels) #### Castle Fun Center 4/5(1 review) You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6209270) [](https://expedia.ca/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels) #### The Rock Sports Complex Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248624556330411) [](https://expedia.ca/Goosepond-Mountain-State-Park-Hotels.0-l553248635974861777-0.Travel-Guide-Filter-Hotels) #### Goosepond Mountain State Park You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area, or simply enjoy its restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635974861777) [](https://expedia.ca/Museum-Village-Hotels.0-l553248621559142200-0.Travel-Guide-Filter-Hotels) #### Museum Village You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621559142200) ## 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 CA $101 CA $116 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.2/10 Good! (1,002 reviews) [](https://expedia.ca/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 CA $139 CA $162 total Dec 29 - Dec 30 includes taxes & fees 8.2/10 Very Good! (1,011 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 CA $133 CA $164 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.2/10 Wonderful! (1,015 reviews) [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.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 CA $145 CA $166 total Jan 11 - Jan 12, 2026 includes taxes & fees 9/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.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 CA $142 CA $168 total Jan 18 - Jan 19, 2026 includes taxes & fees 8.4/10 Very Good! (1,006 reviews) [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.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 CA $156 CA $179 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.6/10 Excellent! (1,427 reviews) [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ## Hotels in Chester with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 6 properties [](https://expedia.ca/4Star-Chester-Hotels.s40-0-d6046665.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 116 properties [](https://expedia.ca/3Star-Chester-Hotels.s30-0-d6046665.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 123 properties [](https://expedia.ca/2Star-Chester-Hotels.s20-0-d6046665.Travel-Guide-Filter-Hotels) ## Find out more about Chester ### Top reasons to visit Chester - **Natural Beauty:** Chester boasts stunning landscapes, including national parks and scenic lakes, perfect for outdoor enthusiasts. - **Family-Friendly Activities:** The area offers a variety of engaging activities suitable for all ages, ensuring a fun-filled vacation. - **Chester Park:** Unwind at Chester Park, a lovely spot to relax and soak in the picturesque surroundings. - **Diverse Accommodations:** Enjoy a range of lodging options, from charming hotels to unique agritourism stays that cater to every traveller's needs. - **Vibrant Neighbourhoods:** Explore friendly local communities and bustling malls, offering a taste of Chester's lively atmosphere. ### Find great hotels near Chester Chester, New York, offers a variety of lodging options to suit every traveller's needs, from charming hotels to unique agritourism properties. Whether you're seeking a pet-friendly family retreat or a business-oriented stay, you'll discover top-notch accommodations that blend comfort with convenience. Explore the best hotels in the area, perfect for creating memorable experiences while enjoying the beauty of Chester and its surroundings. - **[Super 8 by Wyndham Middletown: ](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information)** Experience comfort and convenience at Super 8 by Wyndham Middletown, a welcoming motel situated 14.5km from Chester. With a focus on affordability and practicality, this property features a variety of dining options, including WrappedFood and WrappedFood:Breakfast to help kickstart your day. Guests can unwind with entertainment options such as television, satellite TV, and premium channels. Additionally, nearby outlet shopping offers great retail therapy, making it a perfect choice for families or solo travellers seeking an uncomplicated stay. - **[Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: ](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)** This family-friendly hotel, located 22.5km from Chester, is ideal for those seeking a pet-friendly and inclusive atmosphere. Red Roof Inn & Suites Newburgh embraces diversity, catering to LGBTQIA travellers and families alike with amenities designed for children, including free cribs. Its pet policy allows for dogs and cats, ensuring your furry companions are welcome too. The inviting environment fosters a sense of community, making it a great base for exploring the nearby attractions. - **[Howard Johnson by Wyndham Newburgh/West Point: ](https://www.expedia.ca/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information)** Tailored for business travellers, Howard Johnson by Wyndham Newburgh/West Point is located 22.5km from Chester and offers a professional yet comfortable atmosphere. With facilities designed to support your business needs, including meeting spaces and high-speed internet access, this hotel ensures you stay productive during your visit. Its strategic location allows easy access to local businesses and attractions, making it a smart choice for those balancing work and leisure. ### Where to stay near Chester Chester, New York, offers an idyllic escape for families and city enthusiasts alike. Explore vibrant neighbourhoods with friendly locals, indulge in bustling malls, and take in the stunning New York scenery. Whether you're seeking a weekend getaway or a lively city experience, Chester provides a delightful mix of budget and luxury options, ensuring a memorable vacation for everyone. - **[Middletown: ](https://www.expedia.ca/Middletown-Hotels.d8864.Travel-Guide-Hotels)** Located approximately 16.1km from Chester, Middletown offers a vibrant city experience perfect for families and entertainment seekers alike. With a mix of year-round attractions, visitors often flock to the local shopping centres and malls, making it a great hub for retail therapy. Highlights include a nearby theme park and picturesque lakes that provide scenic views and recreational activities. The city is particularly lively in April and from June to July, ensuring a dynamic atmosphere for tourists. - **[Goshen: ](https://www.expedia.ca/Goshen-Hotels.d8005.Travel-Guide-Hotels)** Just 6.4km from Chester, the city of Goshen is a delightful destination renowned for its family-friendly and entertainment-oriented experiences. The charming modern square and various resorts are popular among visitors, offering a blend of relaxation and excitement. Goshen hosts a steady stream of tourists, especially during peak months in March, July, and September. Notable attractions include a local theme park and a bustling tourist precinct, making it a must-visit for those looking to explore. - **[Monroe: ](https://www.expedia.ca/Monroe-Hotels.d6171715.Travel-Guide-Hotels)** Located 8.0km from Chester, Monroe is a city that offers a unique blend of family, business, and city-themed experiences. Visitors are drawn to its shopping mall centres and resorts, ensuring a comfortable stay with plenty to do. The city peaks in visitor numbers during the summer months of June to July and again in September. Monroe is home to stunning local landmarks, including a nearby theme park, beautiful lakes, and scenic mountains, ideal for outdoor enthusiasts and families seeking adventure. ### Things to do in and around Chester Chester, New York, is an ideal destination for families and those seeking entertainment or city adventures. Visitors can enjoy a variety of activities, including resort stays, shopping at local malls, and exploring the area's best attractions. Whether you're interested in city sightseeing, exciting day trips, or outdoor experiences, Chester offers a range of options to create lasting memories during your vacation. **Shopping** In Chester, you can shop at [Monroe Federal Plaza Shopping Center](https://www.expedia.ca/Monroe-Federal-Plaza-Shopping-Center-Hotels.0-l553248621558038864-0.Travel-Guide-Filter-Hotels), 9.7km away, offering a lively atmosphere. [Soons Orchards](https://www.expedia.ca/Soons-Orchards-Hotels.0-l6229734-0.Travel-Guide-Filter-Hotels), 11.3km away, provides a great selection of local produce. If you're up for a drive, explore [Old Glory Mall Shopping Center](https://www.expedia.ca/Old-Glory-Mall-Shopping-Center-Hotels.0-l553248621558038867-0.Travel-Guide-Filter-Hotels), located 12.9km from Chester, for a variety of family-friendly shops. **Recreation** At [The Rock Sports Complex](https://www.expedia.ca/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels), enjoy a vibrant atmosphere filled with various sports activities. For a touch of luxury, visit [The Golf Club at Mansion Ridge](https://www.expedia.ca/The-Golf-Club-At-Mansion-Ridge-Hotels.0-l553248621532664441-0.Travel-Guide-Filter-Hotels) for a round of golf amidst stunning scenery. Lastly, unwind at [Thomas Bull Memorial Park](https://www.expedia.ca/Thomas-Bull-Memorial-Park-Hotels.0-l553248621555565638-0.Travel-Guide-Filter-Hotels), where you can relax and rejuvenate in nature. **Adventure** Experience the thrill of motor racing at [Orange County Fair Speedway](https://www.expedia.ca/Orange-County-Fair-Speedway-Hotels.0-l6182288-0.Travel-Guide-Filter-Hotels), located 14.5km from Chester. For winter sports enthusiasts, [Mount Peter Ski Area](https://www.expedia.ca/Mount-Peter-Ski-Area-Hotels.0-l553248621532664438-0.Travel-Guide-Filter-Hotels), 12.9km away, offers fantastic skiing opportunities. Alternatively, explore the [Continental Road Trailhead](https://www.expedia.ca/Continental-Road-Trailhead-Hotels.0-l553248635974865870-0.Travel-Guide-Filter-Hotels), a scenic outdoor trail also 12.9km from Chester, perfect for hiking adventures. **Nightlife** For a fun night, visit [Castle Fun Center](https://www.expedia.ca/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels) in Chester for arcade excitement. If you're in the mood for culture, head to [Paramount Theatre](https://www.expedia.ca/Paramount-Theatre-Hotels.0-l553248621561106035-0.Travel-Guide-Filter-Hotels), 16.1km away, or [Ritz Theater](https://www.expedia.ca/Ritz-Theater-Hotels.0-l553248621558786488-0.Travel-Guide-Filter-Hotels), 25.7km away, both offering a mix of romance, entertainment, and family-friendly shows. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chester Chester, New York, is a fantastic destination for budget-conscious travellers. Enjoy free activities like visiting Sterling Forest State Park, which adds to your experience without costing a dime. To save on accommodation, consider visiting between January and March, as prices are lower compared to the peak summer months. Booking your stay on a Tuesday can also lead to better rates. For transportation, explore public transit options and consider combining your hotel, flights, and activities through Expedia packages for additional savings. Don't forget to check cancellation policies and recent reviews to ensure a great stay. - **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:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find 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 Chester hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions near Chester Chester, New York, offers a delightful vacation experience for families and city explorers alike. Visitors can enjoy the natural beauty of nearby national parks, scenic lakes, and urban parks, perfect for outdoor activities and cultural experiences. Don't miss attractions like Chester Park, where you can unwind and take in the local scenery. Whether you're seeking adventure or relaxation, Chester has something to suit every traveller's taste. - **[United States Military Academy: ](https://www.expedia.ca/United-States-Military-Academy-Hotels.0-l6093733-0.Travel-Guide-Filter-Hotels)** Located 22.5km from Chester, this prestigious academy offers a glimpse into military life and education. Visitors can explore its historic campus and learn about the traditions and values that shape future leaders. - **[Bear Mountain State Park: ](https://www.expedia.ca/Bear-Mountain-State-Park-Hotels.0-l6127050-0.Travel-Guide-Filter-Hotels)** Just 24.1km away, this scenic park is perfect for outdoor enthusiasts. With stunning views, hiking trails, and recreational activities, Bear Mountain invites you to immerse yourself in nature's beauty and adventure. - **[Harness Racing Museum and Hall of Fame: ](https://www.expedia.ca/Harness-Racing-Museum-And-Hall-Of-Fame-Hotels.0-l6225670-0.Travel-Guide-Filter-Hotels)** Only 6.4km from Chester, this unique museum celebrates the rich history of harness racing. Engage with interactive exhibits and discover the culture and sportsmanship that define this exciting pastime. ### 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 your visit to Chester, New York, you can choose from three major airports. John F. Kennedy International Airport ([JFK](https://www.expedia.ca/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is located 90.1km away, with excellent hotel options nearby such as the 5-star [Arlo Williamsburg](https://www.expedia.ca/New-York-Hotels-The-Williamsburg-Hotel.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.ca/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information). Newark Liberty International Airport ([EWR](https://www.expedia.ca/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is 75.6km away, featuring luxurious accommodations like [The Dominick](https://www.expedia.ca/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [The Wall Street Hotel](https://www.expedia.ca/New-York-Hotels-The-Wall-Street-Hotel.h55444869.Hotel-Information), both 14.5km from the airport. LaGuardia Airport ([LGA](https://www.expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is the closest at 74.0km, with top-rated hotels including [Virgin Hotels New York City](https://www.expedia.ca/New-York-Hotels-Virgin-Hotels-New-York-City.h87406830.Hotel-Information) and [The Mark](https://www.expedia.ca/New-York-Hotels-The-Mark.h19712.Hotel-Information), both within 9.7km. Each airport provides convenient access to Chester for a seamless travel experience. ## Recent reviews of Chester hotels ![Super 8 by Wyndham Mahwah](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb_y.jpg) ### Super 8 by Wyndham Mahwah 5/5 Excellent "Easy parking, fast check-in " A verified traveller stayed at Super 8 by Wyndham Mahwah Posted 2 days ago [](https://expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 5/5 Excellent "Clean room " A verified traveller stayed at Hampton Inn & Suites Mahwah Posted 2 days ago [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 5/5 Excellent "All was good" A verified traveller stayed at Hampton Inn Harriman Woodbury Posted 3 days ago [](https://expedia.ca/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 5/5 Excellent "Everything was perfect and enjoyable. " A verified traveller stayed at Hampton Inn Nanuet Posted 3 days ago [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 5/5 Excellent "Spacious" A verified traveller stayed at Sonesta Simply Suites Nanuet Posted 5 days ago [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 5/5 Excellent "Wonderful stay rate’s very reasonable room very clean and quiet. Staff was very inviting and helpful. Looking forward to staying again went in the Middletown New York area" A verified traveller stayed at Sleep Inn & Suites Middletown - Goshen Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 5/5 Excellent "Room was not vacuumed, especially the bathroom area, several hairs were on the toilet and floor. " A verified traveller stayed at Hampton Inn by Hilton Middletown Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.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 5/5 Excellent "The staff were wonderful. Everyone (maintenance, front desk, restaurant, spa) was very helpful and welcoming. I throughly enjoyed my staff and look forward to visiting again." A verified traveller stayed at Overlook Lodge at Bear Mountain Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 5/5 Excellent "Great hotel! Room was perfect! It was very clean and comfortable. Staff were great and very helpful. We stayed in 15-20 hotels this year and this hotel by far had the best continental breakfast. From the cleanliness to the selection to the overall quality of the food it was hands down the best!" A verified traveller stayed at DoubleTree by Hilton Hotel Nanuet Posted 7 days ago [](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ## Frequently asked questions ### What is the best area to stay in Chester? > For couples, Blooming Grove provides a serene atmosphere great for a romantic getaway. Imagine enjoying leisurely strolls through lush greenery or picnicking by the lakeside, creating a great backdrop for intimate moments together. The nearby wineries and quaint local restaurants offer delightful opportunities to indulge in fine dining or wine tasting, adding to the romantic experience. > > > Families will also find Blooming Grove appealing, as it boasts a range of outdoor activities that cater to children of all ages. The local parks feature playgrounds and spacious areas for recreational activities, ensuring that young ones remain entertained. Plus, the proximity to family-friendly attractions in the Hudson Valley means there's always something new to explore. ### What are the best budget hotels in Chester? ### When is the best time to go to Chester? > From July to September, Chester experiences its high tourist season, attracting visitors keen to discover its unique blend of Roman history and medieval architecture. The city's charming shops, delightful cafés, and the famous Chester Zoo are bustling with activity, creating an energetic atmosphere ideal for families and couples alike. The pleasant climate encourages outdoor activities, allowing you to enjoy leisurely walks along the River Dee or through the beautiful Grosvenor Park. > > > For those who prefer a quieter experience, consider visiting in November. This month offers a unique charm, with fewer crowds and the opportunity to enjoy the city's rich history and cultural offerings at a more leisurely pace. You can explore the iconic Chester Rows or visit the stunning Chester Cathedral, all while enjoying the beautiful autumn scenery. ### 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 - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Hotels near Arrow Park Lake and Lodge ](https://www.expedia.ca/Arrow-Park-Lake-And-Lodge-Hotels.0-l6209262-0.Travel-Guide-Filter-Hotels) - [Bellvale Hotels ](https://www.expedia.ca/Bellvale-Hotels.d3000350681.Travel-Guide-Hotels) - [Cheap Hotels in Blooming Grove ](https://www.expedia.ca/Blooming-Grove-Hotels-Cheap-Hotels.0-0-d3000448042-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Blooming Grove ](https://www.expedia.ca/Blooming-Grove-Hotels-Hotels-With-Free-Breakfast.0-0-d3000448042-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - 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