Title: Winchester Chalets from CA $542 | 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 $542 - ![](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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=177515&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Winchester Chalets ![Exterior](https://images.trvl-media.com/lodging/120000000/119500000/119492500/119492454/e9b1ad9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119500000/119492500/119492454/67699269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119500000/119492500/119492454/1bb68a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492500/119492454/4119b447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Settle Down on the Lake – Your Waterfront Escape in Tracy City Tracy City 10/10 Exceptional (1) "Perfect overnight for relaxing, kayaking, football, snore and dinner before a concert at The Caverns on Sunday night. The master bed was incredibly comfortable, owners were super responsive and accommodating. Views are amazing! Would return to this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa F. CA $275 CA $542 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Tracy-City-Hotels-Settle-Down-On-The-Lake-Your-Waterfront-Escape-In-Tracy-City.h119492454.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=2025-11-21&endDate=2025-11-22®ionId=177515&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%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 ![La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB](//images.trvl-media.com/lodging/93000000/92460000/92450300/92450290/35585849_y.jpg) ### La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB 10/10 Excellent "Hotel was clean and the beds were super comfy" [](https://expedia.ca/Manchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Manchester.h92450290.Hotel-Information) ![The Smokehouse Lodge and Cabins](//images.trvl-media.com/lodging/1000000/580000/574500/574462/d6395701_y.jpg) ### The Smokehouse Lodge and Cabins 10/10 Excellent "Had a bit of an issue with the heater and the young woman came up immediately and fixed it for us! " [](https://expedia.ca/Tullahoma-Hotels-The-Smokehouse-Lodge-And-Cabins.h574462.Hotel-Information) ![Spark by Hilton Kimball](//images.trvl-media.com/lodging/1000000/450000/446200/446165/a5054d08_y.jpg) ### Spark by Hilton Kimball 10/10 Excellent "Clean room, great breakfast, and very nice & quiet! Thank you! " [](https://expedia.ca/Chattanooga-Hotels-Best-Western-Kimball-Inn.h446165.Hotel-Information) ![Quality Inn Monteagle](//images.trvl-media.com/lodging/32000000/31430000/31427300/31427211/1785102f_y.jpg) ### Quality Inn Monteagle 10/10 Excellent "Everything about my stay was great " [](https://expedia.ca/Tullahoma-Hotels-Quality-Inn.h31427211.Hotel-Information) ![Comfort Suites Manchester near Arnold AFB](//images.trvl-media.com/lodging/3000000/2570000/2561100/2561048/527e1a97_y.jpg) ### Comfort Suites Manchester near Arnold AFB 10/10 Excellent "Extremely clean and nice. " [](https://expedia.ca/Tullahoma-Hotels-Comfort-Suites-Manchester.h2561048.Hotel-Information) ![Holiday Inn Express & Suites Manchester by IHG](//images.trvl-media.com/lodging/1000000/800000/793800/793725/bf24927c_y.jpg) ### Holiday Inn Express & Suites Manchester by IHG 10/10 Excellent "Friendly staff, clean rooms and comfortable beds. " [](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Suites-Manchester.h793725.Hotel-Information) ![Best Western Inn](//images.trvl-media.com/lodging/1000000/520000/517600/517564/8a05d9db_y.jpg) ### Best Western Inn 10/10 Excellent "Clean quite " [](https://expedia.ca/Tullahoma-Hotels-Best-Western-Inn.h517564.Hotel-Information) ![Microtel Inn & Suites by Wyndham Manchester](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916021/4fbfd2df_y.jpg) ### Microtel Inn & Suites by Wyndham Manchester 10/10 Excellent "Parking safe Clean room Breakfast i ate eggs and yogurt. The rest was high carbs and sugar items. Staff was great." [](https://expedia.ca/Tullahoma-Hotels-Microtel-Inn-Suites-By-Wyndham-Manchester.h1916021.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tullahoma by IHG](//images.trvl-media.com/lodging/5000000/4170000/4167100/4167011/44013504_y.jpg) ### Holiday Inn Express Hotel & Suites Tullahoma by IHG 10/10 Excellent "Friendly staff, very clean " [](https://expedia.ca/Tullahoma-Hotels-Holiday-Inn-Express-Hotel-Suites-Tullahoma.h4167011.Hotel-Information) ## Find out more about Winchester ## Winchester Chalets information | Number of reviews | | | --- | --- | | Accommodation | 2 Chalets | | Lowest Price | CA $542 | | Highest Price | CA $542 | ## 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) - 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