Title: Winchester Car Rental, KY - Search & Compare - Expedia.ca​ [Winchester Travel Guide](https://expedia.ca/Winchester.dx7876)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d7876.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d7876.Travel-Guide-Flights)[Winchester Vacation Packages](https://expedia.ca/Winchester.d7876.Destination-Travel-Guides) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester Car Rental ## Search and Compare from Car Companies in Winchester ## Featured car rental suppliers Compare from agencies ![car supplier logos](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/16/BEXCA-car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save 10% or more on over 1 million car rentals - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers to unlock big savings ## Top Car Deals in Winchester \* Price found within the past 6 days. Click for updated prices. Mon, Jan 26 - Tue, Jan 27 ### Special Managers Special or similar - 4 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Lexington, Kentucky, USA ![Managers Special](//mediaim.expedia.com/cars/43/eb66feb7-951f-4cc5-bc22-f50d5dc5457e.jpg) #### CA $99 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.007480&olon=-84.453920&date1=26/01/2026&date2=27/01/2026&pprfrr=85.45&tprfrr=99.18&cvrfrr=ZR&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Mon, Jan 26 - Tue, Jan 27 ### Economy Special Managers Special or similar - 4 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Lexington, Kentucky, USA ![Managers Special](//mediaim.expedia.com/cars/40/399ec6c5-6cf8-48f4-88d9-b1046275cfbf.jpg) #### CA $99 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.008440&olon=-84.450990&date1=26/01/2026&date2=27/01/2026&pprfrr=85.45&tprfrr=99.18&cvrfrr=ZE&ctrfrr=EX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Mon, Jan 26 - Tue, Jan 27 ### Compact Ford Focus or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Lexington, Kentucky, USA ![Ford Focus](//mediaim.expedia.com/cars/40/b0b0d176-5217-4b23-9e8d-d49ee10835ec.jpg) #### CA $104 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.008440&olon=-84.450990&date1=26/01/2026&date2=27/01/2026&pprfrr=89.59&tprfrr=103.81&cvrfrr=ZE&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Mon, Jan 26 - Tue, Jan 27 ### Midsize Mazda 3 4-door or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Lexington, Kentucky, USA ![Mazda 3 4-door](//mediaim.expedia.com/cars/40/4d18581d-6ea9-41f9-8ee1-b30c8c1d3cfc.jpg) #### CA $107 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.008440&olon=-84.450990&date1=26/01/2026&date2=27/01/2026&pprfrr=92.35&tprfrr=106.9&cvrfrr=ZE&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Mon, Jan 26 - Tue, Jan 27 ### Standard Chevrolet Cruze or similar - 5 people - Unlimited mileage ![Dollar](//mediaim.expedia.com/cars/logos/ZR.png) Lexington, Kentucky, USA ![Chevrolet Cruze](//mediaim.expedia.com/cars/43/428f5fd5-c16a-45ea-83fa-3c6a0e647b4c.jpg) #### CA $107 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.007480&olon=-84.453920&date1=26/01/2026&date2=27/01/2026&pprfrr=92.35&tprfrr=106.9&cvrfrr=ZR&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Mon, Jan 26 - Tue, Jan 27 ### Full Size Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Lexington, Kentucky, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/40/1290a4c0-23ef-46ad-b34d-e3f26aab3b6c.jpg) #### CA $107 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.008440&olon=-84.450990&date1=26/01/2026&date2=27/01/2026&pprfrr=92.35&tprfrr=106.9&cvrfrr=ZE&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Mon, Jan 26 - Tue, Jan 27 ### Mini Van CHRYSLER PACIFICA or similar - 7 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) Lexington, Kentucky, USA ![CHRYSLER PACIFICA](//mediaim.expedia.com/cars/40/fa7b40ac-31b6-4a2b-8c39-f9d06089df5f.jpg) #### CA $113 total found 14 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.008440&olon=-84.450990&date1=26/01/2026&date2=27/01/2026&pprfrr=97.86&tprfrr=113.08&cvrfrr=ZE&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) ### Don't see what you're looking for? See all car rentals in Winchester [View all cars](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester,%20Kentucky,%20United%20States%20of%20America&dpln=7876&date1=30/01/2026&date2=01/02/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 14 hours. Prices and availability subject to change. Additional terms may apply. ## Frequently asked questions ### How much is a rental car per day in Winchester? ### Can I rent a car from Blue Grass Airport (LEX)? ### What happens if I need to cancel my Winchester car reservation? ### Where can I go on a road trip from Winchester? > - Louisville is approximately 145 kilometres from Winchester. Popular tourist attractions like Churchill Downs deserve a place on your must-see list while you're in town. > - Roughly 129 kilometres away, Cincinnati is also a favourite with wanderers. Set aside time to experience Great American Ball Park while you're in town. It's one of the reasons people love visiting this city. > - Biltmore Estate is 306 kilometres from Winchester and is one of the region's most gorgeous nature spots. Go for a walk around and enjoy the fresh air. ### How do I find the best car rental deals in Winchester with Expedia? ### How old do you have to be to rent a car in Winchester? ### What do you need to rent a car in Winchester? ### What is the cheapest car rental in Winchester? ### Can I rent a car for a month or longer in Winchester? ### Where can I find a Winchester car rental if I am younger than 25? ## Car Rental Information | Popular car types: | [SUV](https://www.expedia.ca/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.ca/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.ca/lp/b/car-rental/economy?rfrr=car.table.Economy) | | -------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available: | | | Our best deal of the day: | CA $99 | | Our second best deal of the day: | CA $104 | | Our third best deal of the day: | CA $107 | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.ca/ground-transfers?rfrr=car.table.AirportTransportation) | ## Explore a world of travel with Expedia - 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