Title: Hotels in Chester, NY from CA $92 - Reserve Highly Rated Stays | 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 $92 - ![](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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=SPA_ON_SITE) 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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&amenities=POOL) 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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&travelerType=family_friendly) 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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&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=2025-12-18&d1=2025-12-18&endDate=2025-12-20&d2=2025-12-20&lodging=VILLA) ## Check prices for these dates Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,004 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/09941fc6.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/2000000/1200000/1194400/1194365/92dbf0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG Chester 8.6/10 Excellent (1000) "Great for a quick stay 👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry CA $111 CA $131 total includes taxes & fees Dec 7 - Dec 8 [](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/20000000/19450000/19441300/19441254/87db9055.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 Chester 9.2/10 Wonderful (233) "Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erek CA $300 CA $339 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/13a47184.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) ![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 Nanuet 8.8/10 Excellent (1018) "Very clean very beautiful very good hospitality would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby CA $136 CA $158 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.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) ![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) ![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 Bear Mountain 8.4/10 Very good (1002) "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $150 CA $170 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f3942ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Full Accessible](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f5dd9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/8ab39edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa Peekskill 9.2/10 Wonderful (224) "The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lya CA $354 CA $469 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.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](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/f8bbba2e.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) ![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) ### Inn on the Hudson Peekskill 6.8/10 (1001) "Always a pleasant place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abner CA $124 CA $142 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a6bae724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/da977c85.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) ### Sonesta Simply Suites Nanuet Nanuet 8.2/10 Very good (1044) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $154 CA $179 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/fad41350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/8c8893e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/c6b16b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Nanuet Nanuet 7.8/10 Good (1004) "Loved this place! Stayed to go visit Salem and it was the perfect place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cesar CA $155 CA $173 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5265cb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/ef6c4690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/c67996db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Nanuet Nanuet 7.8/10 Good (1009) "Good hotel, i would recommend to others" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $155 CA $181 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/ab21b3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/87e148ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG Peekskill 9.2/10 Wonderful (1012) "Beautiful hotel, great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $166 CA $190 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/61f4bfc3.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Suffern - Mahwah by IHG Suffern 8.8/10 Excellent (1001) "The staff, the cleanliness of the room, the food and overall it was a good stay. Will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $144 CA $168 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3590000/3585600/3585599/5d550e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Non Smoking](https://images.trvl-media.com/lodging/4000000/3590000/3585600/3585599/e2387bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3590000/3585600/3585599/80947f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/4000000/3590000/3585600/3585599/ba4902fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Budget Motor Inn - Stony Point Stony Point 4.8/10 (473) "I'm happy with my room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $83 CA $92 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Nyack-Hotels-Budget-Motor-Inn-Stony-Point.h3585599.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/156c73f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/c21c1bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/db8aec90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/1639ac1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Element Spring Valley Spring Valley 8.8/10 Excellent (429) "Staff, cleanliness, nice breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesus CA $171 CA $199 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Nyack-Hotels-Element-Spring-Valley.h45176216.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/2336337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/1903c9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/421c5d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/5ac0a98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Nanuet / Spring Valley Nanuet 6.8/10 (1002) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deon Francine CA $148 CA $173 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.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) ![Lobby](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/7e9b4daf.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 Monroe 9.4/10 Exceptional (1001) "Clean and easy check in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris CA $113 CA $128 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/274a8ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/cefa7296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middletown - Goshen Middletown 8.6/10 Excellent (1001) "Friendly staff, clean room and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $129 CA $153 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/c9ec2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/77332016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Double Beds](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/366b5630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Point Motel Sussex 9.0/10 Wonderful (99) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $113 CA $127 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/a2978e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/d7a3fb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/464af3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crossroads Hotel, Newburgh Newburgh 7.2/10 Good (695) "Great Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $137 CA $162 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/4f4f5ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/57a57bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/32997d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Mahwah Mahwah 7.4/10 Good (1001) "Room was clean and staff was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Berldwin CA $103 CA $118 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4500000/4491800/4491735/3ea83d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4500000/4491800/4491735/aae04fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4500000/4491800/4491735/974eac87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4500000/4491800/4491735/2b35f6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Mahwah Mahwah 8.2/10 Very good (1000) "Nice clean hotel would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isaac CA $129 CA $148 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Mahwah-Hotels-Fairfield-Inn-Suites-Mahwah.h4491735.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=2025-12-18&endDate=2025-12-19®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=2025-12-18&endDate=2025-12-19&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/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) [](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) ## More cheap stays in Chester ![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 $154 CA $179 total Dec 10 - Dec 11 includes taxes & fees 8.2/10 Very Good! (1,041 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![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 $103 CA $118 total Dec 7 - Dec 8 includes taxes & fees 7.2/10 Good! (1,000 reviews) [](https://expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.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 Dec 11 - Dec 12 includes taxes & fees 9.2/10 Wonderful! (1,002 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 $153 CA $176 total Jan 1 - Jan 2, 2026 includes taxes & fees 9/10 Wonderful! (1,014 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 $129 CA $153 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (1,004 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 $155 CA $178 total Dec 17 - Dec 18 includes taxes & fees 8.6/10 Excellent! (1,414 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 ![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 "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " A verified traveller from homestead stayed at Overlook Lodge at Bear Mountain Posted 13 hours ago [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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 "Staff great room very clean " A verified traveller stayed at Hampton Inn Harriman Woodbury Posted 1 day 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 "Staff was great and so was the room" A verified traveller stayed at Hampton Inn Nanuet Posted 1 day ago [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.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 "Excellent stay. Wonderful staff!" A verified traveller from Mahwah stayed at Hampton Inn & Suites Mahwah Posted 2 days ago [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 5/5 Excellent "Great , no complaints. " A verified traveller stayed at Holiday Inn Express Hotel & Suites Chester by IHG Posted 3 days ago [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 5/5 Excellent "All good " A verified traveller stayed at Holiday Inn Express Ramsey-Mahwah by IHG Posted 4 days ago [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Courtyard by Marriott Montvale](https://images.trvl-media.com/lodging/1000000/30000/21800/21786/5623b54c_y.jpg) ### Courtyard by Marriott Montvale 5/5 Excellent "Could use more towel hooks or racks. " A verified traveller stayed at Courtyard by Marriott Montvale Posted 4 days ago [](https://expedia.ca/Montvale-Hotels-Courtyard-By-Marriott-Montvale.h21786.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 "Clean, courteous and welcoming. " A verified traveller stayed at Sonesta Simply Suites Nanuet Posted 4 days ago [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 "Front desk. Person very pleasant" A verified traveller stayed at DoubleTree by Hilton Hotel Nanuet Posted 6 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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