Title: Winchester Chalets from CA $528 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d177515.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d177515.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d177515.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d177515.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d177515.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Winchester from CA $528 - ![](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=177515&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=177515&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=177515&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=177515&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) ![](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.d177515-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Chalets.d177515-aaChalets.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Motel 6 Manchester, TN](https://images.trvl-media.com/lodging/1000000/860000/856000/855907/59d330fe_y.jpg) ### Motel 6 Manchester, TN 10/10 Excellent "Clean room. Comfortable bed. Good overnight stay for our trip. " [](https://expedia.ca/Tullahoma-Hotels-Motel-6-Manchester.h855907.Hotel-Information) ![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db_y.jpg) ### Best Western Inn 10/10 Excellent "Clean room. Quiet - no fans unkess I turned it on. Convenient parking and ice close to rokm. " [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Sleep Inn & Suites Manchester near Arnold AFB](https://images.trvl-media.com/lodging/3000000/2720000/2716700/2716644/7de41e72_y.jpg) ### Sleep Inn & Suites Manchester near Arnold AFB 10/10 Excellent "Clean, efficient dog friendly, comfy beds, good food" [](https://expedia.ca/Tullahoma-Hotels-Sleep-Inn-And-Suites-Manchester.h2716644.Hotel-Information) ![Comfort Suites Manchester near Arnold AFB](https://images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97_y.jpg) ### Comfort Suites Manchester near Arnold AFB 10/10 Excellent "A" [](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Quality Inn Monteagle](https://images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/1785102f_y.jpg) ### Quality Inn Monteagle 10/10 Excellent "Clean room and quiet stay. Breakfast was good as well." [](https://expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.Hotel-Information) ![Red Roof Inn Monteagle - I-24](https://images.trvl-media.com/lodging/1000000/20000/11800/11756/67fa466b_y.jpg) ### Red Roof Inn Monteagle - I-24 10/10 Excellent "This is a grest place to stay and you can't beat the price. You really can't." [](https://expedia.ca/Tullahoma-Hotels-Red-Roof-Inn-Monteagle-I-24.h11756.Hotel-Information) ![Best Western Shelbyville Inn and Suites Celebration Inn](https://images.trvl-media.com/lodging/1000000/20000/13000/12971/e9125ab2_y.jpg) ### Best Western Shelbyville Inn and Suites Celebration Inn 10/10 Excellent "Everything was excellent, even their rates!" [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Shelbyville-Inn-And-Suites-Celebration-Inn.h12971.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB](https://images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/35585849_y.jpg) ### La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB 10/10 Excellent "Great room and professional staff. Enjoyed my stay. I'm a repeat customer to this hotel. " [](https://expedia.ca/Manchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Manchester.h92450290.Hotel-Information) ![Lynchburg Country Inn](https://images.trvl-media.com/lodging/11000000/11000000/10997100/10997084/91cdf682_y.jpg) ### Lynchburg Country Inn 10/10 Excellent "Staff was excellent. Room was clean and comfortable." [](https://expedia.ca/Tullahoma-Hotels-Lynchburg-Country-Inn.h10997084.Hotel-Information) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | 1 | | ----------------- | --------- | | Accommodation | 2 Chalets | | Lowest Price | CA $528 | | Highest Price | CA $528 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Belvidere Hotels ](https://www.expedia.ca/Belvidere-Hotels.d3000456513.Travel-Guide-Hotels) - [Inns in Belvidere ](https://www.expedia.ca/Belvidere-Inns.d3000456513-aaInns.Travel-Guide-Accommodation) - [Motels in Belvidere ](https://www.expedia.ca/Belvidere-Motels.d3000456513-aaMotels.Travel-Guide-Accommodation) - [Luxury Hotels in Clifftops ](https://www.expedia.ca/Clifftops-Monteagle-Hotels-Luxury-Hotel.0-n553248635976481887-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Clifftops ](https://www.expedia.ca/Clifftops-Monteagle-Hotels-Mountain-Hotels.0-n553248635976481887-0-tMountainHotels.Travel-Guide-Filter-Hotels) - 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