Title: Book The Best Hotels in Chester, NY for 2026 from CA $119 - 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) ![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__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 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=POOL) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=SPA_ON_SITE) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=CABIN) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&travelerType=family_friendly) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=APARTMENT) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&amenities=WATER_PARK) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=COTTAGE) 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=2026-02-07&d1=2026-02-07&endDate=2026-02-09&d2=2026-02-09&lodging=CONDO) ## Check prices for these dates Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-06&endDate=2026-02-08&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) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/2d8c93f7.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) ### 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 (1,002 reviews) "timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando CA $111 CA $131 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/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/f9a6b92c.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/20000000/19450000/19441300/19441254/3cff05ce.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 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 CA $295 CA $333 total includes taxes & fees Jan 27 - Jan 28 [](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) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/abf8ab38.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) ![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) ### 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 (818 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 CA $112 CA $127 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/117bdbd5.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) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/0d0877d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Fishkill [](https://www.expedia.ca/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information) Fishkill 7.4/10 Good (22 reviews) "Nice clean rooms. Updated by Hilton. Well priced, good value " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lewis CA $120 CA $138 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Living area](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/7a9acd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/709ff346.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) ### Hampton Inn Harriman Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1,047 reviews) "Easy check in, clean room, very good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $145 CA $178 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/cbdbbd61.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/5daef0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a633421f.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 (1,006 reviews) "Good low-cost hotel with decent continental breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $122 CA $141 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.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/de7f38a7.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 (1,019 reviews) "Room always comfortable and convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laura CA $109 CA $124 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/800/736/df09fa9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/800/736/b3a2ed01.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 (1,048 reviews) "Clean room, helpful staff and good bar/restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $139 CA $162 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3.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) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/163b5068.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 (1,007 reviews) "Beautiful hotel, good service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank CA $147 CA $171 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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/18000000/17270000/17262200/17262186/3c808906.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 (998 reviews) "Clean hotel, good breakfast choices and space for eating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan CA $156 CA $184 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.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 (1,012 reviews) "Superb place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denessy [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/cd833754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/6f8b7ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/1efec124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/202f6398.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 (1,005 reviews) "Yes stay was pleasant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) henry CA $128 CA $145 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) ![Free daily English breakfast](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/ea33701a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/626dc529.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) ![Reception](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486.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 (968 reviews) "Yes I enjoyed my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivette CA $122 CA $145 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.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) ![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) ![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.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1,002 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 CA $135 CA $153 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/d71c1690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/5b25316b.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 (1,002 reviews) "Clean room, breakfast was plentiful and front desk were great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $127 CA $157 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/84f664f7.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) ### Quality Inn near Mountain Creek [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) Vernon 7.6/10 Good (994 reviews) "Good breakfast, and everything was clean in a great room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $117 CA $134 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5d69e9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/8f959dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/669fa011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5265cb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Nanuet [](https://www.expedia.ca/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information) Nanuet 7.8/10 Good (1,003 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) enmanuel CA $122 CA $142 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/88d2ecc5.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/a6849a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/d055a3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7eb11b85.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 (1,000 reviews) "Clean Rooms, clean hotel overall. Plenty of parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KenNETH CA $111 CA $131 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/2000000/1690000/1680400/1680342/38e2c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/933a997a.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 (1,001 reviews) "Great customer service and breakfast was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $140 CA $162 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/93d1f26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/213a567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/f8e0b8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Nanuet [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) Nanuet 8.4/10 Very good (1,049 reviews) "Staff was nice, bed comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty CA $107 CA $125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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=2026-02-08&endDate=2026-02-09®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=2026-02-08&endDate=2026-02-09&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/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/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels) #### Castle Fun Center 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/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 $104 CA $119 total Feb 1 - Feb 2 includes taxes & fees 7.2/10 Good! (1,000 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 $107 CA $125 total Feb 2 - Feb 3 includes taxes & fees 8.2/10 Very Good! (1,048 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY CA $136 CA $160 total Feb 22 - Feb 23 includes taxes & fees 8.6/10 Excellent! (1,001 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 $145 CA $166 total Feb 1 - Feb 2 includes taxes & fees 8.6/10 Excellent! (1,451 reviews) [](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?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Harriman Woodbury 60 Centre Dr Central Valley NY CA $145 CA $178 total Feb 1 - Feb 2 includes taxes & fees 9.2/10 Wonderful! (1,041 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 $163 CA $187 total Feb 8 - Feb 9 includes taxes & fees 9/10 Wonderful! (1,009 reviews) [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.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 7 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 123 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 145 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 ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 5/5 Excellent "Good rooms" A verified traveller stayed at Sonesta Simply Suites Nanuet Posted 1 day ago [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 5/5 Excellent " Clean and spacious! I wish they had a pool but the 2 restaurants on site make up for it " A verified traveller stayed at Crowne Plaza Suffern - Mahwah by IHG Posted 4 days ago [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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 "Great staff. I will be back soon. I wanted to hike but couldn’t find were to access because the construction " A verified traveller stayed at Overlook Lodge at Bear Mountain Posted 4 days ago [](https://expedia.ca/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 5/5 Excellent "Yes" A verified traveller stayed at Sleep Inn & Suites Middletown - Goshen Posted 4 days ago [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.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 room and staff" A verified traveller stayed at DoubleTree by Hilton Hotel Nanuet Posted 5 days ago [](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 5/5 Excellent "Everything was great. Nextdoor to a diner!" A verified traveller from Davenport stayed at Quality Inn & Suites Fishkill South near I-84 Posted 5 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 5/5 Excellent "Staff was friendly and helpful. Room was clean and breakfast was a nice perk " A verified traveller stayed at Sleep Inn & Suites Monroe - Woodbury Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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 "Stay was great. Hotel was very nice, room was good and the staff was awesome. Breakfast was good also, with a good variety." A verified traveller stayed at Hampton Inn & Suites Mahwah Posted 6 days ago [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Extended Stay America Suites Ramsey Upper Saddle River](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371_y.jpg) ### Extended Stay America Suites Ramsey Upper Saddle River 5/5 Excellent "spotless room and front desk was very sweet! thank you for a great stay this weekend!" A verified traveller stayed at Extended Stay America Suites Ramsey Upper Saddle River Posted 6 days ago [](https://expedia.ca/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.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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