Title: Book the Best Chester Ski Hotels in 2025 from CA $101 | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6046665.Travel-Guide-Hotels)[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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/sky.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Chester, NY from CA $101 ![](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 ## Check availability on Chester Ski Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chester Ski Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/2c0824e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/3765bbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/24286d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn near Mountain Creek Vernon 7.6/10 Good (962) "Nice hotel. Close to golf," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $116 CA $133 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/339067b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/982800a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/4334c96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Ramsey-Mahwah by IHG Ramsey 9.2/10 Wonderful (1001) "Beautiful stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sybolia CA $166 CA $191 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7c606992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/cf710d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/112cd2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown Middletown 8.6/10 Excellent (1001) "Easy check in, clean, near restaurants. We’d stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $122 CA $144 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Free self parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/45d9ec54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/dcfab2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/11731bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Motel Vernon 7.6/10 Good (504) "I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyanlex CA $88 CA $101 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/b675c11d.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) ![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 (1002) "Excellent staff at a beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $159 CA $186 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/afffc3a8.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 (1002) "Front desk staff super helpful, very convenient for my family trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Talibah CA $101 CA $115 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanlon Suite | Children's theme room](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/05c3d7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/25051ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn Montgomery 9.2/10 Wonderful (137) "We had a great stay at the Bordland House Inn. The Bluebird room was great with nice historical touches that added interest to the room. It was comfy and very relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlie CA $143 CA $162 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/473500/473490/3770735e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/480000/473500/473490/667bc407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/480000/473500/473490/f101dd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western The Inn At Ramsey Ramsey 7.2/10 Good (1001) "Clean and comfortable rooms, friendly staff and a really nice hot breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karlyn CA $131 CA $150 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information) ![Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/42635aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5b33ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Bathroom](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5242879d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 1 Double Bed, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/1d0da796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sussex Motel Sussex 8.8/10 Excellent (359) "Would come again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vinod CA $119 CA $133 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sussex-Hotels-Sussex-Motel.h70384905.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/15889b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/6383ea7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/d42d0aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Mahwah Mahwah 8.8/10 Excellent (1357) "Clean, very nice staff, and great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $159 CA $183 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.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=2025-11-07&endDate=2025-11-08®ionId=6046665&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Chester Hotel Reviews ![DoubleTree by Hilton Mahwah](//images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg) ### DoubleTree by Hilton Mahwah 10/10 Excellent "We didn’t do breakfast. Staff is very nice and efficient. Some construction going on in the lobby, but didn’t disturb anyone. Nice stay we would recommend. " [](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ![Best Western The Inn At Ramsey](//images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9_y.jpg) ### Best Western The Inn At Ramsey 10/10 Excellent "When the manager saw how much luggage we had he moved our room closer for our convience. So thoughtful!" [](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 10/10 Excellent "Good and tasty " [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "Clean beautiful room and properties " [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](//images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 10/10 Excellent "Was a clean room and breakfast was decent" [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Hampton Inn Nanuet](//images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Good stay" [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Clean and convenient " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Hampton Inn & Suites Mahwah](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Staff is very friendly. Especially Matt at the front desk. We visit NYC 2xs a year and Matt always helps to make our stay perfect. Please acknowledge him. He is friendly, knowledgeable and a huge asset to the company." [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Extended Stay America Suites Ramsey Upper Saddle River](//images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371_y.jpg) ### Extended Stay America Suites Ramsey Upper Saddle River 10/10 Excellent "Happy Happy :-)" [](https://expedia.ca/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [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) - [Cheap Hotels in Campbell Hall](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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