Title: Book the Best Windsor WINERY Hotels in 2025 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx6127335)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6127335.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6127335.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6127335.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/534000/534194-walkerville.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Windsor from CA $175 - ![](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 availability on Windsor Winery Hotels Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Winery Hotels ![Front of property](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite | Living area](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/a928f073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/d0adf9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One king studio suite](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/cd7a5269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites by Hilton Windsor South Cameron 8.8/10 Excellent (1050) "Great for a quick stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amanda CA $146 CA $175 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/71c761ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/3952e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/5b690c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/918c0388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Spacious 1 bedroom and a den home (Lower Unit) Roseland 8.4/10 Very good (6) "Very nice unit. Prisca is a fantastic host. Great communications. I highly recommend this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas M. CA $180 CA $426 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Windsor-Hotels-Modern-Spacious-1-Bedroom-And-A-Den-Home.h96663341.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/614dfe36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/d14a9285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/c4fd5d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/5b95987c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests Walkerville 9.0/10 Wonderful (11) "We were attending a wedding in Detroit and decided to stay in Windsor. The little house was perfect for my husband, myself and our two daughters. A Timmy's is within walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina P. CA $89 CA $309 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Windsor-Hotels-Spacious-3-Bedroom.h111004770.Hotel-Information) ![Living room](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/5166df65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/84da5ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/b9e4af0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Shared kitchen facilities](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/3f38976b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodbridge House Kingsville 9.6/10 Exceptional (152) "This property is stunning! The hostess was gracious and the location convenient. Kingsville is very pretty and a number of great restaurants to choose from were close by." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeffrey CA $143 CA $175 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Kingsville-Hotels-The-Woodbridge-House.h10387337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117990000/117981500/117981488/1d99dc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117990000/117981500/117981488/a6dbb033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117990000/117981500/117981488/de9924ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117990000/117981500/117981488/666ac6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Getaway In Amherstburg | Wine, Style & Relaxation Amherstburg 10/10 Exceptional (8) "Thank you for a great stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Angela CA $126 CA $324 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Amherstburg-Hotels-Cozy-Modern-Gem-Centrally-Located-To-Wineries.h117981488.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547127/0cf61cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547127/d47da20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547127/badb7bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547127/62364494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 14th Coffee Co. Homestead Farmhouse Essex 10/10 Exceptional (2) "Great clean property. Comfy beds and coffee in the morning was delish!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Alison D. CA $315 CA $471 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Town-Of-Essex-Hotels-14th-Coffee-Co-Homestead-Farmhouse.h33547127.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=2025-11-17&endDate=2025-11-18®ionId=6127335&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Hampton Inn & Suites by Hilton Windsor](//images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "The blue jays were winning when we walked in the front staff told us what channel the game was on. They were very efficient and friendly both at check in and check out. Close to the university. 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[Hotels with Balconies in Walkerville](https://www.expedia.ca/Walkerville-Windsor-Hotels-Hotels-With-Balconies.0-n553248635976399666-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Walkerville](https://www.expedia.ca/Walkerville-Windsor-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976399666-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Walkerville](https://www.expedia.ca/Walkerville-Windsor-Hotels-Luxury-Hotel.0-n553248635976399666-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Walkerville](https://www.expedia.ca/Walkerville-Windsor-Hotels-Romantic-Hotel.0-n553248635976399666-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Walkerville Hotels](https://www.expedia.ca/Walkerville-Windsor-Hotels.0-n553248635976399666-0.Travel-Guide-Filter-Hotels) - [Hotels near Willistead Manor](https://www.expedia.ca/Willistead-Manor-Hotels.0-l553248621532864682-0.Travel-Guide-Filter-Hotels) - [Hotels near Windsor Community Museum](https://www.expedia.ca/Windsor-Community-Museum-Hotels.0-l553248621532864681-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Windsor Station](https://www.expedia.ca/Windsor-Station-Apart-Hotels.d6195261-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Windsor Station](https://www.expedia.ca/Windsor-Station-Bed-And-Breakfast.d6195261-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Windsor Station](https://www.expedia.ca/Windsor-Station-Guest-Houses.d6195261-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Windsor Station](https://www.expedia.ca/Windsor-Station-Hotels.d6195261.Travel-Guide-Hotels) - [Flights from Windsor](https://www.expedia.ca/lp/airports/yqg/flights-from-windsor-airport) - [Flights from Toronto (YYZ) to Windsor (YQG)](https://www.expedia.ca/lp/flights/yyz/yqg/toronto-to-windsor) - [Caesars Casino](https://www.expedia.ca/Caesars-Casino-City-Centre.d553248621532864684.Vacation-Attraction) - [Caesars Casino](https://www.expedia.ca/Caesars-Windsor-City-Centre.d553248621533087505.Vacation-Attraction) - [Detroit Windsor Tunnel](https://www.expedia.ca/Detroit-Windsor-Tunnel-City-Centre.d6125870.Vacation-Attraction) - [Olde Walkerville Neighborhood](https://www.expedia.ca/Olde-Walkerville-Neighborhood-Walkerville.d553248621532864685.Vacation-Attraction) - [Willistead Manor](https://www.expedia.ca/Willistead-Manor-Walkerville.d553248621532864682.Vacation-Attraction) - [Visit Bridgeview](https://www.expedia.ca/Windsor-Bridgeview.dx553248635976396570) - [Visit Walkerville](https://www.expedia.ca/Windsor-Walkerville.dx553248635976399666) - [Car rentals near Caesars Casino](https://www.expedia.ca/Car-Rentals-In-Caesars-Windsor.d553248621533087505.Car-Rental-Guide) - [Car rentals near Detroit Windsor Tunnel](https://www.expedia.ca/Car-Rentals-In-Detroit-Windsor-Tunnel.d6125870.Car-Rental-Guide) - [Car rentals near South Central](https://www.expedia.ca/Car-Rentals-In-South-Central.d553248635976397476.Car-Rental-Guide) - [Car rentals near University of Windsor](https://www.expedia.ca/Car-Rentals-In-University-Of-Windsor.d6142372.Car-Rental-Guide) - [Car rentals near Walkerville Brewery](https://www.expedia.ca/Car-Rentals-In-Walkerville-Brewery.d553248635974614571.Car-Rental-Guide) - [Pickup Car Rentals near Detroit Windsor Tunnel](https://www.expedia.ca/Pickup-Car-Rentals-In-Detroit-Windsor-Tunnel.d6125870-tPickup.Car-Rental-Guide-Class)