Title: Windsor Chalets from CA $475 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6180248.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6180248.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6180248.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6180248.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 Windsor from CA $475 - ![](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 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6180248&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 one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6180248&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Chalets ![Exterior](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/09c44653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/a99b02ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/eb8e833f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120050000/120044900/120044855/ea7a1db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Chalet w/ Private Deck, Wood Stove & Scenic Trails in Ohio Wine Country Madison CA $426 CA $476 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Madison-Hotels-Lakeside-Chalet-W-Private-Deck.h120044855.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=2025-12-02&endDate=2025-12-03®ionId=6180248&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Ohio%2C+United+States+of+America®ionId=6180248&latLong=41.535053%2C-80.934257&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&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%2FWindsor-Chalets.d6180248-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Chalets.d6180248-aaChalets.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ### Holiday Inn Express Hotel & Suites Ashtabula-Geneva by IHG 10/10 Excellent "Room was clean, comfy, staff was great" [](https://expedia.ca/Austinburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Ashtabula-Geneva.h327862.Hotel-Information) ### Hampton Inn Ashtabula 10/10 Excellent "Breakfast was good, consistent with what one would expect at a Hampton Inn, room and hotel is a bit tired, in need of remodel in order to keep up with the standards of a Hampton Inn property,…many other locations the facilities are much better condition,..but it wasn’t that bad either. Worst part is the location, very few good eating and dining choices,..some places just looked like old worn down bars. " [](https://expedia.ca/Austinburg-Hotels-Hampton-Inn-Ashtabula.h40423.Hotel-Information) ### Towneplace Suites By Marriott Geneva 10/10 Excellent "Nice staff. Room was clean. Nice fitness center and pool. " [](https://expedia.ca/Geneva-Hotels-Towneplace-Suites-By-Marriott-Geneva.h102514294.Hotel-Information) ### Comfort Inn 10/10 Excellent "Staff was very friendly " [](https://expedia.ca/Austinburg-Hotels-Comfort-Inn.h1179925.Hotel-Information) ### Holiday Inn Express & Suites Painesville - Concord by IHG 10/10 Excellent "Very clean, nice staff, easy parking, well rounded breakfast selection " [](https://expedia.ca/Austinburg-Hotels-Holiday-Inn-Express-And-Suites-Painesville-Concord.h35108914.Hotel-Information) ### Red Roof Inn Cleveland - Mentor/ Willoughby 10/10 Excellent "I had two dogs with me, so being able to step right outside with them when they needed to potty was super convenient." [](https://expedia.ca/Cleveland-Hotels-Red-Roof-Inn-Cleveland-Mentor-Willoughby.h13716.Hotel-Information) ### Hampton Inn Madison 10/10 Excellent "Breakfast was good, room was clean and comfortable." [](https://expedia.ca/Austinburg-Hotels-Hampton-Inn-Madison.h35287074.Hotel-Information) ### Residence Inn By Marriott Cleveland Mentor 10/10 Excellent "Check in was easy, room was clean and quiet. Pillows were very comfortable. We had our dog and they were very accommodating of her. The breakfast was good and checkout was simple. Overall was great experience. Location and up keep of the facilities was nice also." [](https://expedia.ca/Cleveland-Hotels-Residence-Inn-By-Marriott-Cleveland-Mentor.h551388.Hotel-Information) ### Americas Best Value Inn Austinburg 10/10 Excellent "Yes to all your questions. The staff was great. The made my stay just like I was at home." [](https://expedia.ca/Austinburg-Hotels-Americas-Best-Value-Inn-Austinburg.h172245.Hotel-Information) ## Find out more about Windsor ## Windsor Chalets information | Number of reviews | | | --- | --- | | Accommodation | 2 Chalets | | Lowest Price | CA $475 | | Highest Price | CA $475 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Middlefield](https://www.expedia.ca/4Star-Middlefield-Hotels.s40-0-d553248634983583868.Travel-Guide-Filter-Hotels) - [Aquilla Hotels](https://www.expedia.ca/Aquilla-Hotels.d553248634983297386.Travel-Guide-Hotels) - [Guest Houses in Ashtabula County](https://www.expedia.ca/Ashtabula-County-Guest-Houses.d553248635083916805-aaGuestHouses.Travel-Guide-Accommodation) - [Motels in Ashtabula County](https://www.expedia.ca/Ashtabula-County-Motels.d553248635083916805-aaMotels.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Austinburg](https://www.expedia.ca/Austinburg-Hotels-Beach-Hotel.0-0-d6059407-tBeachHotel.Travel-Guide-Filter-Hotels) - 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