Title: Chester Chalets from CA $709 | 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) ![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) # Search Chalets in Chester from CA $709 - ![](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 prices for these dates Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester chalets ![Exterior](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/w3093h1742x3y4-500f048d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/f6544225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/0864719a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/92000000/91200000/91196100/91196049/1ffadb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski House - ON THE SLOPE w/ hot tub [](https://www.expedia.ca/Vernon-Hotels-Ski-House-ON-THE-SLOPE-W-Hot-Tub.h91196049.Hotel-Information) Vernon Township 10/10 Exceptional (19) "Great location and great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rita L. CA $1,629 CA $2,197 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Vernon-Hotels-Ski-House-ON-THE-SLOPE-W-Hot-Tub.h91196049.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/861b1728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/a39ea7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/b0512c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/47000000/46340000/46331100/46331003/08359f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking [](https://www.expedia.ca/Vernon-Hotels-Luxe-10-Guest-Ski-Chalet-SkiingPoolsTennisGymGolfHiking.h46331003.Hotel-Information) vernon 9.4/10 Exceptional (56) "The house was so comfortable and had everything we needed to catch up over our girl's weekend. The porches and the living room were both excellent gathering spaces and we loved being so close to the spa. You can't beat the location and the house was lovely! The owners were also really responsive to questions we had over our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cailyn M. CA $313 CA $709 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Vernon-Hotels-Luxe-10-Guest-Ski-Chalet-SkiingPoolsTennisGymGolfHiking.h46331003.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08®ionId=6046665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Chalets.d6046665-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Chalets.d6046665-aaChalets.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Wonderful stay rate’s very reasonable room very clean and quiet. Staff was very inviting and helpful. Looking forward to staying again went in the Middletown New York area" [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "The staff were wonderful. Everyone (maintenance, front desk, restaurant, spa) was very helpful and welcoming. I throughly enjoyed my staff and look forward to visiting again." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 10/10 Excellent "Great hotel! Room was perfect! It was very clean and comfortable. Staff were great and very helpful. We stayed in 15-20 hotels this year and this hotel by far had the best continental breakfast. From the cleanliness to the selection to the overall quality of the food it was hands down the best!" [](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Homewood Suites by Hilton Mahwah](https://images.trvl-media.com/lodging/1000000/700000/699300/699247/85ff4dc1_y.jpg) ### Homewood Suites by Hilton Mahwah 10/10 Excellent "Young lady at the front desk was very friends and welcoming " [](https://expedia.ca/Mahwah-Hotels-Homewood-Suites-By-Hilton-Mahwah.h699247.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 10/10 Excellent "Clean Clean Clean!!! " [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Yes on all" [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "Very clean. Exceptional staff. " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Extended Stay America Suites Ramsey Upper Saddle River](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371_y.jpg) ### Extended Stay America Suites Ramsey Upper Saddle River 10/10 Excellent "Very good " [](https://expedia.ca/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Verry clean" [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ## Find out more about Chester ## Chester Chalets information | Number of reviews | 75 | | ----------------- | --------- | | Accommodation | 6 Chalets | | Lowest Price | CA $709 | | Highest Price | CA $2,197 | ## Explore a world of travel with Expedia - Lodging - Flights - 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