Title: Windsor Chalets from CA $285 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx5479)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d5479.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d5479.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d5479.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d5479.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d5479.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d5479.Destination-Travel-Guides) ![From BA, through the windows.](https://images.trvl-media.com/place/5479/76e2fa6a-ecb5-463b-b96f-7fda48e8a2f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Einst\_Stein ![](https://images.trvl-media.com/place/5479/76e2fa6a-ecb5-463b-b96f-7fda48e8a2f8.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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor chalets ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110730000/110724300/110724245/b874dce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110730000/110724300/110724245/a2eb6d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110730000/110724300/110724245/058d8d59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110730000/110724300/110724245/62c8f2d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Clewer East [](https://www.expedia.ca/Windsor-Hotels-Annexe-Pool-Table.h110724245.Hotel-Information) CA $285 CA $285 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Windsor-Hotels-Annexe-Pool-Table.h110724245.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=2026-02-03&endDate=2026-02-04®ionId=5479&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) Residences [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=RESIDENCE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+England%2C+United+Kingdom®ionId=5479&latLong=51.481736%2C-0.613575&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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.d5479-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Chalets.d5479-aaChalets.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Sir Christopher Wren Hotel](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0_y.jpg) ### Sir Christopher Wren Hotel 10/10 Excellent "Room very modern. Excellent shower." [](https://expedia.ca/Windsor-Hotels-Sir-Christopher-Wren-Hotel.h47781.Hotel-Information) ![Castle Hotel Windsor](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf_y.jpg) ### Castle Hotel Windsor 10/10 Excellent "I would recommend the castle hotel to everyone. Lovely hotel, great location and the staff were so friendly and helpful. On arrival to the hotel, I went to check in, and found I’d booked the wrong date, I was a week early. Expedia did nothing whatsoever to help me, apart from try to charge me the same price of the room again, to change my booking, even though I spend £1000s through them every year. It was my mistake, but I found Expedias response to the situation very disappointing. However, the lady on reception and someone from the reservations team…. I can’t remember either of their names, did everything they could to help and even got me a refund on the room that I incorrectly booked and I can’t thank them enough. If you ever stay in Windsor, then make sure you stay here " [](https://expedia.ca/Windsor-Hotels-Castle-Hotel-Windsor-MGallery.h16500.Hotel-Information) ![Macdonald Windsor Hotel](https://images.trvl-media.com/lodging/4000000/3700000/3697700/3697668/10c20418_y.jpg) ### Macdonald Windsor Hotel 10/10 Excellent "Service & staff were great … as were the facilities & room .. the only complaint we have is that despite upgrading to the turquoise suite the room was really quite cold despite an extra radiator being provided & remained so" [](https://expedia.ca/Windsor-Hotels-Macdonald-Windsor-Hotel.h3697668.Hotel-Information) ![Holiday Inn Express Windsor by IHG](https://images.trvl-media.com/lodging/6000000/5050000/5045700/5045692/29f5fccd_y.jpg) ### Holiday Inn Express Windsor by IHG 10/10 Excellent "This hotel far exceeded our expectations. The staff were the kindest, most conscientious, considerate, cheerful people we’ve ever seen in a hotel and they seemed to take great pride in their work. The breakfast was astounding both with the variety of offerings and the quality. The room was nice and had a sofa that we could both sit on whereas most king rooms only have one chair at other hotels. The heat in our room wasn’t working properly and they immediately sent up a portable heater. We’re already looking forward to coming back next year." [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor.h5045692.Hotel-Information) ![Park Farm Bed and Breakfast](https://images.trvl-media.com/lodging/32000000/31160000/31159300/31159288/89b14aa9_y.jpg) ### Park Farm Bed and Breakfast 10/10 Excellent "Fabulous stay " [](https://expedia.ca/Windsor-Hotels-Park-Farm-Bed-And-Breakfast.h31159288.Hotel-Information) ![The Royal Adelaide Hotel](https://images.trvl-media.com/lodging/1000000/180000/175700/175616/74815a6f_y.jpg) ### The Royal Adelaide Hotel 10/10 Excellent "I enjoyed my stay at this hotel. The breakfast was remarkable - so much choice and they even poached eggs for me instead of the standard scrabled eggs. Great, friendly and prompt service. In the room, the the coffe and tea offerings were also so much better than what I have been given at other hotels. Location was fabulous - easy access to Windsor town centre plus able to close access to the Long Walk for a bracing walk after Christmas festivities. Felt very safe area." [](https://expedia.ca/Windsor-Hotels-The-Royal-Adelaide-Hotel.h175616.Hotel-Information) ![Harte and Garter](https://images.trvl-media.com/lodging/108000000/107550000/107546600/107546546/13a14b63_y.jpg) ### Harte and Garter 10/10 Excellent "Greta hotel. Staff are lovely, clean room and entrance area. We will be staying again. " [](https://expedia.ca/Windsor-Hotels-Harte-And-Garter.h107546546.Hotel-Information) ![The Winning Post](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/e1eee389_y.jpg) ### The Winning Post 10/10 Excellent "Loved the room very clean and loads of space even a large bathroom. Lovely staff we couldn’t fault it" [](https://expedia.ca/Windsor-Hotels-The-Winning-Post.h4430939.Hotel-Information) ![Oakley Court](https://images.trvl-media.com/lodging/79000000/78470000/78469200/78469150/87caa1d0_y.jpg) ### Oakley Court 10/10 Excellent "The overall amenities and the staff were excellent. " [](https://expedia.ca/Windsor-Hotels-Oakley-Court.h78469150.Hotel-Information) ## Find out more about Windsor ## Windsor Chalets information | Number of reviews | | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | CA $285 | | Highest Price | CA $285 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Apartments in Ascot ](https://www.expedia.ca/Ascot-Apartments.d4271-aaApartments.Travel-Guide-Accommodation) - [B&B in Ascot ](https://www.expedia.ca/Ascot-Bed-And-Breakfast.d4271-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Beaconsfield ](https://www.expedia.ca/Beaconsfield-Apartments.d4564-aaApartments.Travel-Guide-Accommodation) - [B&B in Beaconsfield ](https://www.expedia.ca/Beaconsfield-Bed-And-Breakfast.d4564-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Beaconsfield ](https://www.expedia.ca/Beaconsfield-Motels.d4564-aaMotels.Travel-Guide-Accommodation) - [Apartments in Berkshire ](https://www.expedia.ca/Berkshire-Apartments.d6046252-aaApartments.Travel-Guide-Accommodation) - 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