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 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Winery Hotels ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/11000000/10390000/10387400/10387337/2dfcde3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodbridge House Kingsville 9.6/10 Exceptional (148) "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." CA $143 CA $175 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Kingsville-Hotels-The-Woodbridge-House.h10387337.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96670000/96663400/96663341/918c0388.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) ![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) ### Modern Spacious 1 bedroom and a den home (Lower Unit) Roseland 8.0/10 Very good (5) "was a great property and location" CA $122 CA $349 total includes taxes & fees Oct 4 - Oct 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) ![Interior](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/c4fd5d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111010000/111004800/111004770/a0f0b3a9.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 8.8/10 Excellent (10) "My car got broken into during the night but great stay besides that " CA $89 CA $307 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Windsor-Hotels-Spacious-3-Bedroom.h111004770.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) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117990000/117981500/117981488/666ac6e7.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) ### Modern Getaway In Amherstburg | Wine, Style & Relaxation Amherstburg 10/10 Exceptional (6) "Had a wonderful stay! " CA $140 CA $342 total includes taxes & fees Oct 15 - Oct 16 [](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) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33550000/33547200/33547127/467c2511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 14th Coffee Co. Homestead Farmhouse Essex 10/10 Exceptional (2) "Fun place to stay - loved the farm house and coffee was amazing." CA $315 CA $471 total includes taxes & fees Oct 7 - Oct 8 [](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=2025-10-17&endDate=2025-10-18®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 "Very friendly staff; fair-sized heated swimming pool open from 5am to 11pm so very convenient. Good fitness room with a Peloton bike, A very nice breakfast with a wide variety of hot and cold items. The washrooms are very clean and comfortable and the rooms and beds are clean also" [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in City Centre](https://www.expedia.ca/4Star-City-Centre-Windsor-Hotels.s40-n911358648941645824-0.Travel-Guide-Filter-Hotels) - [Hotels near Adventure Bay Family Water Park](https://www.expedia.ca/Adventure-Bay-Family-Water-Park-Hotels.0-l553248635974614570-0.Travel-Guide-Filter-Hotels) - [Hotels near Ambassador Bridge](https://www.expedia.ca/Ambassador-Bridge-Hotels.0-l508304-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Gallery of Windsor](https://www.expedia.ca/Art-Gallery-Of-Windsor-Hotels.0-l553248635974614384-0.Travel-Guide-Filter-Hotels) - [Bridgeview Hotels](https://www.expedia.ca/Bridgeview-Windsor-Hotels.0-n553248635976396570-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Casino](https://www.expedia.ca/Caesars-Casino-Hotels.0-l553248621532864684-0.Travel-Guide-Filter-Hotels) - 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[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)