Title: Winchester Chalets from CA $330 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d7876.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d7876.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there ](https://images.trvl-media.com/place/7876/9403688e-dbbb-4255-9528-8bddb2ed4db3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nawa Aseen ![](https://images.trvl-media.com/place/7876/9403688e-dbbb-4255-9528-8bddb2ed4db3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester chalets ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67660000/67658600/67658593/9594fc0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67660000/67658600/67658593/439c4baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67660000/67658600/67658593/6f745018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67660000/67658600/67658593/cb44db85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Stanton [](https://www.expedia.ca/Stanton-Hotels-Chalet.h67658593.Hotel-Information) 9.4/10 Exceptional (17 reviews) "Secluded clean well located for gorge and natural bridge" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. CA $182 CA $330 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Stanton-Hotels-Chalet.h67658593.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=2026-01-27&endDate=2026-01-28®ionId=7876&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Kentucky%2C+United+States+of+America®ionId=7876&latLong=37.990078%2C-84.179649&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-16&d2=2026-04-16&lodging=CHALET) ![](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%2FWinchester-Chalets.d7876-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Chalets.d7876-aaChalets.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Fairfield Inn & Suites by Marriott Lexington North](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/6ec64b2f_y.jpg) ### Fairfield Inn & Suites by Marriott Lexington North 10/10 Excellent " Very good breakfast for gluten free travelers" [](https://expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information) ![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg) ### Spark by Hilton Lexington Hamburg 10/10 Excellent "Yes" [](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information) ![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg) ### Hyatt Regency Lexington 10/10 Excellent "Excellent staff! Everybody I encountered welcomed me. Also, every staff member asked if there was anything they could do to make my stay better! I've never felt this welcome at a hotel with exception of one in Rome. Loved it!" [](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information) ![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg) ### The Manchester 10/10 Excellent "Always a favorite!!! " [](https://expedia.ca/Lexington-Hotels-The-Manchester.h92430541.Hotel-Information) ![Embassy Suites by Hilton Lexington/UK Coldstream](https://images.trvl-media.com/lodging/1000000/210000/203600/203587/32ffb492_y.jpg) ### Embassy Suites by Hilton Lexington/UK Coldstream 10/10 Excellent "Yes. The room was spotless amd the staff is very friendly. " [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-LexingtonUK-Coldstream.h203587.Hotel-Information) ![Home2 Suites by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/58000000/57490000/57487400/57487334/f62e7bf5_y.jpg) ### Home2 Suites by Hilton Lexington Hamburg 10/10 Excellent "The hotel and its facilities are spectacular, they have excellent customer service, clean areas, and the rooms are very spacious. You can also bring your pet, and there are many restaurants nearby, which makes it ideal for going out for dinner or lunch." [](https://expedia.ca/Panacea-Hotels-Home2-Suites-By-Hilton-Lexington-Hamburg.h57487334.Hotel-Information) ![Staybridge Suites Lexington S Medical Ctr Area by IHG](https://images.trvl-media.com/lodging/77000000/76790000/76787000/76786917/0099ee0d_y.jpg) ### Staybridge Suites Lexington S Medical Ctr Area by IHG 10/10 Excellent "Greta Hotel, spacious and good breakfast! " [](https://expedia.ca/Lexington-Hotels-Staybridge-Suites-Lexington-S-Medical-Ctr-Area.h76786917.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington South / Hamburg](https://images.trvl-media.com/lodging/1000000/290000/283200/283165/8b90557f_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington South / Hamburg 10/10 Excellent "Very clean and spacious, seemed recently remodeled, goodbreakfast" [](https://expedia.ca/Lexington-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-South-Hamburg.h283165.Hotel-Information) ![Embassy Suites by Hilton Lexington Green](https://images.trvl-media.com/lodging/1000000/10000/1600/1598/1dd182aa_y.jpg) ### Embassy Suites by Hilton Lexington Green 10/10 Excellent "Room was great, comfortable bed. Great breakfast options. Staff was friendly and helpful." [](https://expedia.ca/Lexington-Hotels-Embassy-Suites-By-Hilton-Lexington-Green.h1598.Hotel-Information) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | 17 | | ----------------- | --------- | | Accommodation | 2 Chalets | | Lowest Price | CA $330 | | Highest Price | CA $330 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Applebee s Park ](https://www.expedia.ca/Applebee-S-Park-Hotels.0-l553248621557921127-0.Travel-Guide-Filter-Hotels) - [Motels in Camargo ](https://www.expedia.ca/Camargo-Motels.d553248634998850038-aaMotels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Chevy Chase ](https://www.expedia.ca/Chevy-Chase-Lexington-Hotels-Beach-Hotel.0-n553248635976481361-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Chevy Chase ](https://www.expedia.ca/Chevy-Chase-Lexington-Hotels-Golf-Hotel.0-n553248635976481361-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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