Title: CA $68 Car Rental Winchester, VA - Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx6056879)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.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. Sun, Nov 16 - Mon, Nov 17 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Toyota Corolla](//mediaim.expedia.com/cars/15/076c7dcd-a184-4140-a477-ead2904081d6.jpg) #### CA $69 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=61.74&tprfrr=68.52&cvrfrr=ET&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sun, Nov 16 - Mon, Nov 17 ### Economy Mitsubishi Mirage or similar - 4 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Mitsubishi Mirage](//mediaim.expedia.com/cars/15/a78d55c1-3e9a-4cb4-b034-2b5216e15b71.jpg) #### CA $68 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=61.65&tprfrr=68.44&cvrfrr=ET&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Sun, Nov 16 - Mon, Nov 17 ### Standard Volkswagen Jetta or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Volkswagen Jetta](//mediaim.expedia.com/cars/15/5133bcc6-944f-4c90-a62a-027403e0716c.jpg) #### CA $69 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=61.78&tprfrr=68.59&cvrfrr=ET&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sun, Nov 16 - Mon, Nov 17 ### Compact Nissan Versa or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Nissan Versa](//mediaim.expedia.com/cars/15/b3a20aa9-1ab3-4689-9b70-7c5fd16415ec.jpg) #### CA $68 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=61.70&tprfrr=68.48&cvrfrr=ET&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Sun, Nov 16 - Mon, Nov 17 ### Full Size Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/15/81ed9c7b-159d-4edd-acb4-faaaecc03d41.jpg) #### CA $76 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=68.96&tprfrr=76.47&cvrfrr=ET&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Thu, Nov 13 - Fri, Nov 14 ### Special Wild Card Compact or larger if available or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Winchester, Virginia, USA ![Wild Card Compact or larger if available](//mediaim.expedia.com/cars/45/c51b48dd-8870-4d51-8c96-7f12f1215074.jpg) #### CA $78 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.166220&olon=-78.177160&date1=13/11/2025&date2=14/11/2025&pprfrr=70.21&tprfrr=77.97&cvrfrr=ZT&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Sun, Nov 16 - Mon, Nov 17 ### Premium Pickup Regular Cab Ford F150 or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Ford F150](//mediaim.expedia.com/cars/15/daf4999e-9107-4b2a-b19e-8b95b9813c09.jpg) #### CA $106 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=95.47&tprfrr=105.65&cvrfrr=ET&ctrfrr=PP&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22pickup%22]) Sun, Nov 16 - Mon, Nov 17 ### Luxury Audi A4 or BMW 3 Series or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Audi A4 or BMW 3 Series](//mediaim.expedia.com/cars/15/4fc7c434-60f6-4b91-ac0c-d54041818e99.jpg) #### CA $119 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=108.07&tprfrr=119.49&cvrfrr=ET&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Sun, Nov 16 - Mon, Nov 17 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/15/6faf7680-bb19-4d39-a9f3-e21ec8b4551a.jpg) #### CA $131 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=118.14&tprfrr=130.57&cvrfrr=ET&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Sun, Nov 16 - Mon, Nov 17 ### Premium Elite SUV Audi Q5 or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Winchester, Virginia, USA ![Audi Q5](//mediaim.expedia.com/cars/15/6ae1c73c-fbc6-49a1-897b-273f951e3427.jpg) #### CA $141 total found 10 hours ago [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=39.151532&olon=-78.188011&date1=16/11/2025&date2=17/11/2025&pprfrr=127.22&tprfrr=140.57&cvrfrr=ET&ctrfrr=UF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%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,%20Virginia,%20United%20States%20of%20America&dpln=6056879&date1=18/11/2025&date2=20/11/2025&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply. ## Frequently asked questions ### How much is a rental car per day in Winchester? > Within the past seven days in Winchester, you could have taken off in a rental car for as low as CA $68 per day. ### What happens if I need to cancel my Winchester car reservation? > Cancelling a booking at least six hours before pickup should allow for a complete refund. But this is not always a given. It's good to check your booking details and cancellation policy. Still can't find the answer? Head over to our [Customer Service Portal](https://www.expedia.ca/service/?langid=1033). ### Where can I go on a road trip from Winchester? > There are many exciting adventures to be had in Winchester, but head farther afield and you'll find more sightseeing magic. Grab a set of wheels and you can wander around the greater area at your own pace. Add these awesome destinations to your list: > > > > - Head to Richmond for a fantastic sightseeing experience. Approximately 193 kilometres from Winchester, it's home to loads of amazing attractions like Richmond Raceway. > - Approximately 105 kilometres away, Washington is also a favourite with wanderers. Make time to get to White House while you're here. It's one of the reasons people love staying a while in this vibrant city. > - Longwood Gardens is about 225 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? > Expedia makes it quick and easy to compare prices, offers and rental companies, and to check customer reviews. Combine your Winchester car rental with hotel or flight bookings and you can save even more. ### How old do you have to be to rent a car in Winchester? > In Winchester, the rule is 21 years of age and over. Most outlets will charge additional fees for young drivers, which can differ based on the rental location. Rental agreements for young drivers may restrict certain vehicles, such as large SUVs, and require inclusive insurance to be taken out. Be sure to read the fine print carefully before choosing your wheels. ### What do you need to rent a car in Winchester? > While terms and conditions can differ between rental car outlets, the two key things you'll need are your driver's licence and a credit card in the same name. You don't need to take out insurance with your rental company. However, proof of your own coverage may be required. ### What is the cheapest car rental in Winchester? > CA $68 and CA $69 were the cheapest daily rates picked up by car rental customers in Winchester within the past seven days. These rates were available on Expedia, with a rental starting date within the next year. Prices and availability are subject to change and additional terms apply. ### Can I rent a car for a month or longer in Winchester? > Expedia makes it a breeze to score a long-term car rental in Winchester. Simply click through to our [long-term car rental deals](https://www.expedia.ca/lp/b/car-hire/long-term) page, enter your preferences and explore your possibilities. ### Where can I find a Winchester car rental if I am younger than 25? > Some Winchester providers will rent to drivers under 25, and others won't. Policies differ between suppliers, so you'll need to do your homework. Also, find out if there are any additional costs. Some places will pass on a surcharge to young customers between 21 and 24. Always check the terms and conditions to avoid any nasty surprises. ## 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 $68 | | Our second best deal of the day: | CA $69 | | Our third best deal of the day: | CA $76 | | 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 - Lodging - Flights - Packages - Cars - [3 Star Hotels in Old Town Winchester](https://www.expedia.ca/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Stephens City](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels) - 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