Title: Discover Hotels in Chester, NY | Book Now with 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 $107 - ![](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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=SPA_ON_SITE) 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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=CABIN) 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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=HOT_TUB) 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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&lodging=VILLA) ## Check prices for these dates Tonight [Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 998 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) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/92dbf0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/1a5890e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG Chester 8.4/10 Very good (1001) "Great for a quick stay 👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry CA $117 CA $139 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Indoor spa tub](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/87db9055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/3cff05ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.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 $301 CA $340 total includes taxes & fees Nov 24 - Nov 25 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/800/736/a3863609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Nanuet Nanuet 8.8/10 Excellent (1004) "Very clean very beautiful very good hospitality would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby CA $142 CA $165 total includes taxes & fees Dec 14 - Dec 15 [](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) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.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) ![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) ### Overlook Lodge at Bear Mountain Bear Mountain 8.4/10 Very good (1008) "Parking was very easy, beautiful area, very nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $145 CA $165 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | View from room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b5096992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/a2060364.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) ### Inn on the Hudson Peekskill 6.8/10 (1003) "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 Nov 30 - Dec 1 [](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) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/da977c85.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Nanuet Nanuet 8.4/10 Very good (1014) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $157 CA $182 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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) ![Porch](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/6eaf4dea.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 (221) "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 $391 CA $512 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/8c8893e4.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/354c26b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Nanuet Nanuet 7.8/10 Good (1001) "Spotless room, clean quiet, good breakfast, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gayle A CA $124 CA $139 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/c67996db.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) ### Hilton Garden Inn Nanuet Nanuet 7.8/10 Good (1000) "It was pleasant to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nilsa CA $124 CA $145 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) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/5d58f7e4.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/ab21b3e2.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 (1002) "Beautiful hotel, great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine CA $178 CA $203 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3590000/3585600/3585599/a9736e9f.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) ![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 (472) "I'm happy with my room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $104 CA $115 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Nyack-Hotels-Budget-Motor-Inn-Stony-Point.h3585599.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/74e6843a.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) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/a2978e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crossroads Hotel, Newburgh Newburgh 7.2/10 Good (685) "Great Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $134 CA $158 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/1903c9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/063eeb45.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 $141 CA $165 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/61f4bfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Suffern - Mahwah by IHG Suffern 8.8/10 Excellent (1001) "One of the best Hotel in Rockland, everything was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenson CA $165 CA $192 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.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) ### Sleep Inn & Suites Middletown - Goshen Middletown 8.6/10 Excellent (1000) "Friendly staff, clean room and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $144 CA $171 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/26d860ae.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) ![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 (427) "Staff, cleanliness, nice breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesus CA $187 CA $218 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Nyack-Hotels-Element-Spring-Valley.h45176216.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/6eb104e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Point Motel Sussex 9.0/10 Wonderful (96) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob CA $96 CA $107 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.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) ![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) ![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) ### Super 8 by Wyndham Mahwah Mahwah 7.4/10 Good (1000) "Room was clean and staff was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Berldwin CA $108 CA $124 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/dd17ff0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/81dffb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/96db1dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Mahwah Mahwah 7.8/10 Good (921) "Easy check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $159 CA $183 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/b0cd51b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Monroe - Woodbury Monroe 9.4/10 Exceptional (1001) "The best hotel in town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yehuda CA $137 CA $155 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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=2025-12-03&endDate=2025-12-04®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=2025-12-03&endDate=2025-12-04&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 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/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 ![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 $157 CA $182 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (1,004 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 $108 CA $124 total Nov 23 - Nov 24 includes taxes & fees 7.2/10 Good! (1,002 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! (1,008 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 $164 CA $188 total Dec 1 - Dec 2 includes taxes & fees 9/10 Wonderful! (1,004 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 $144 CA $171 total Dec 14 - Dec 15 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Mahwah 290 Rt 17s Mahwah NJ CA $156 CA $178 total Dec 4 - Dec 5 includes taxes & fees 8.6/10 Excellent! (1,384 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 ![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 "Excellent front desk service , they deserve recognition too Breakfast was great , place was clean and we felt safe " 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) ![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 "I loved the room especially the windows you can look through them but nobody can see inside! Special thanks to two young ladies at the desk Saskia and Tiffany were very helpful. I didn’t have a microwave in my room so they changed my room for me! The hotel itself is so beautiful!" A verified traveller stayed at Crowne Plaza Suffern - Mahwah by IHG Posted 5 days ago [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Best Western The Inn At Ramsey](https://images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9_y.jpg) ### Best Western The Inn At Ramsey 5/5 Excellent "The room was clean and had all amenities one would expect. Breakfast was the basic continental breakfast of toast, bagels, yogurt, waffles. Eggs are served only on weedends. A good point is that coffee or tea is available 24hrs. I would definitely use this hotel as my go to place when I'm in the area." A verified traveller from Beverly Hills stayed at Best Western The Inn At Ramsey Posted 5 days ago [](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information) ![Super 8 by Wyndham Mahwah](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb_y.jpg) ### Super 8 by Wyndham Mahwah 5/5 Excellent "Room was clean and staff was helpful " A verified traveller stayed at Super 8 by Wyndham Mahwah Posted 5 days ago [](https://expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.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 for a quick stay 👍" A verified traveller stayed at Holiday Inn Express Hotel & Suites Chester by IHG Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.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 "Clean room" A verified traveller stayed at Hampton Inn Harriman Woodbury Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 5/5 Excellent "Never stayed at a Red Roof before. I was pleasantly surprise. Had a good night sleep and hot shower. The people at the front desk were very helpful and friendly. " A verified traveller stayed at Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Days Inn by Wyndham Nanuet / Spring Valley](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/2336337b_y.jpg) ### Days Inn by Wyndham Nanuet / Spring Valley 5/5 Excellent "The front desk was very polite and all our needs were met. The room was clean, and whenever we asked for towels and other amenities, they were also great. Overall, I recommend this place 100 percent." A verified traveller stayed at Days Inn by Wyndham Nanuet / Spring Valley Posted 6 days ago [](https://expedia.ca/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.Hotel-Information) ![DoubleTree by Hilton Mahwah](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg) ### DoubleTree by Hilton Mahwah 5/5 Excellent "Very help staff" A verified traveller stayed at DoubleTree by Hilton Mahwah Posted 6 days ago [](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Chester cost? > Enjoy staying in a winery hotel in Chester, with plenty of hotels from CA $107 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays. ### Which area of Chester is best to stay in for vineyards and wineries? > The Hudson Valley region, particularly around Chester, New York, is a delightful choice for wine enthusiasts seeking to explore picturesque vineyards and wineries. This charming area is home to several award-winning wineries set against a backdrop of rolling hills and scenic landscapes. From the renowned Brotherhood Winery, the oldest in America, to the quaint Tasting Room at Glorie Farm Winery, each location offers a great experience and a chance to sample exquisite local wines. > > > > For couples looking for a romantic escape, the serene setting of Chester's wineries provides the great atmosphere. Imagine strolling hand-in-hand through vineyards, enjoying a wine tasting, and perhaps sharing a gourmet picnic on the grounds. Many wineries also host special events, such as live music and seasonal festivals, adding to the charm of your getaway. > > > > Families will appreciate the family-friendly vibe of this area. Many wineries offer outdoor spaces for children to play, along with educational tours that engage visitors of all ages. The nearby Hudson Highlands offer hiking trails and breathtaking views, making it easy to combine outdoor adventure with your vineyard visits. ### What winery activities should we do in Chester? > Chester, New York, is a hidden gem for wine enthusiasts, located in the picturesque Hudson Valley. This charming town offers a delightful selection of wineries, where you can experience the local viticulture and enjoy breathtaking views of the surrounding landscapes. Renowned for its artisanal approach, Chester's wineries often feature tastings of unique blends and varietals, showcasing the region's commitment to quality. > > > > For couples seeking a romantic outing, a visit to the nearby Brotherhood Winery is a must. Established in 1839, it is the oldest continuously operating winery in the United States. You can stroll through the scenic grounds before indulging in a guided tasting of their exquisite wines. The winery also hosts events and live music, making it an ideal setting for a special evening together. > > > > Families will find fun at the scenic Whitecliff Vineyard and Winery, where kids can enjoy the expansive outdoor space while parents sip on award-winning wines. The vineyard often hosts family-friendly events, including picnics and seasonal festivals, allowing everyone to enjoy a day in the sun while learning about the winemaking process. > > > > Lastly, if you're a foodie, don't miss the opportunity to pair local wines with delicious fare at the various vineyard restaurants. Many offer farm-to-table dining experiences that highlight the region's rich agricultural bounty, providing a superb complement to the wines and a memorable culinary adventure. ### Does Chester host any wine festivals or events? > Chester, New York, is a charming town located in the scenic Hudson Valley, known for its stunning landscapes and vibrant local culture. This delightful area is home to several wine festivals and events that celebrate the rich viticulture of the region. Each year, the Hudson Valley Wine & Food Festival draws visitors from near and far, showcasing an impressive selection of local wineries, craft breweries, and artisanal food vendors. Set against the backdrop of the beautiful autumn foliage, this festival is a feast for the senses, offering tastings, live music, and culinary demonstrations. > > > > For couples seeking a romantic experience, the Hudson Valley is dotted with picturesque wineries that offer intimate tastings and vineyard tours. Places like Brotherhood Winery, the oldest in the U.S., provide not only exquisite wines but also stunning views, making for a great day out together. > > > > Families can enjoy the lively option of Chester's various local events throughout the year. The annual Chester Harvest Festival features local crafts, delicious food, and fun activities for all ages, ensuring that everyone has a memorable time. ### How can I save on a winery hotel in Chester with Expedia? > Members always get our best prices. Find our best Chester hotel deals by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're signed in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Is it cheaper to book flights and a winery hotel in Chester as a package deal? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my winery hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Chester for you. ### Are there Chester hotels with business centers and coworking spaces? > The [Holiday Inn Express Hotel & Suites Chester by IHG](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) is an excellent choice for business travellers seeking convenient amenities tailored to their needs. This hotel features a 24-hour business centre, allowing you to stay productive around the clock, whether you're printing important documents or holding an impromptu meeting. > > > > Guests have praised the hotel for its friendly staff and comfortable, clean rooms, ensuring a pleasant stay after a busy day of work. Additionally, you can enjoy complimentary breakfast options, including a delicious spread on weekends and a convenient To Go breakfast, great for those on the go. > > > > Moreover, with free WiFi and internet access in public areas, staying connected while you travel is straightforward. After a long day of meetings, unwind in the clean pool area, which adds a nice touch of relaxation to your business trip. ### How can I save on a business hotel in Chester with Expedia? > [One Key™](https://www.expedia.ca/welcome-one-key) members always get our best prices. Find our best Chester business hotel deals by joining Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're logged in. Typically, booking in advance will help you save on your business hotel booking. But, if you're making a last-minute reservation, be sure to check for last-minute deals. ### Can I cancel my business hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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[Pet-Friendly Hotels in Sugar Loaf](https://www.expedia.ca/Sugar-Loaf-Hotels-Pet-Friendly-Hotel.0-0-d6171726-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Sugar Loaf Hotels](https://www.expedia.ca/Sugar-Loaf-Hotels.d6171726.Travel-Guide-Hotels) - [Lodges in Sugar Loaf](https://www.expedia.ca/Sugar-Loaf-Lodges.d6171726-aaLodges.Travel-Guide-Accommodation) - [Vacation Homes in Sugar Loaf](https://www.expedia.ca/Sugar-Loaf-Private-Vacation-Homes.d6171726-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Sugar Loaf](https://www.expedia.ca/Sugar-Loaf-Resort-Hotels.d6171726-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near The Rock Sports Complex](https://www.expedia.ca/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels) - [Hotels near Times Square](https://www.expedia.ca/Times-Square-Hotels.0-l502080-0.Travel-Guide-Filter-Hotels) - [Walton Park Hotels](https://www.expedia.ca/Walton-Park-Hotels.d553248634999235341.Travel-Guide-Hotels) - [Lodges in Walton Park](https://www.expedia.ca/Walton-Park-Lodges.d553248634999235341-aaLodges.Travel-Guide-Accommodation) - [Warwick Hotels](https://www.expedia.ca/Warwick-Hotels.d6053474.Travel-Guide-Hotels) - [Washingtonville Hotels](https://www.expedia.ca/Washingtonville-Hotels.d6171701.Travel-Guide-Hotels) - [Hotels near Woodbury Common Premium Outlets](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Hotels.0-l6127054-0.Travel-Guide-Filter-Hotels) - [Woodbury Hotels](https://www.expedia.ca/Woodbury-Hotels.d553248634999102702.Travel-Guide-Hotels) - [Flights to Monroe](https://www.expedia.ca/Cheap-Flights-To-Monroe.d6171715.Travel-Guide-Flights) - [Flights to New York](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights from Florida](https://www.expedia.ca/lp/flights/553248634999145056/flights-from-florida) - [Flights from Monroe](https://www.expedia.ca/lp/flights/6171715/flights-from-monroe) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit Kiryas Joel](https://www.expedia.ca/Kiryas-Joel.dx553248634999087205) - [Legoland® New York](https://www.expedia.ca/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction) - [Visit South Blooming Grove](https://www.expedia.ca/South-Blooming-Grove.dx553248634999111462) - [Car rental Goshen](https://www.expedia.ca/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide) - [Car rentals near LEGOLAND® New York](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide) - [Car rental Monroe](https://www.expedia.ca/Car-Rentals-In-Monroe.d6171715.Car-Rental-Guide) - [Car rentals near Orange County](https://www.expedia.ca/Destinations-In-Orange-County.d553248635083901431.Car-Rental-Destinations) - [Things to do in Goshen](https://www.expedia.ca/Things-To-Do-In-Goshen.d8005.Travel-Guide-Activities) - [Things to do in Monroe](https://www.expedia.ca/Things-To-Do-In-Monroe.d6171715.Travel-Guide-Activities) - [Book Hotels in Chester on Expedia.com](https://www.expedia.com/Chester-Hotels.d6046665.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)