Title: Car Rental Winchester-on-the-Severn, MD - Expedia.ca [Winchester-on-the-Severn Travel Guide](https://expedia.ca/Annapolis-Winchester-On-The-Severn.dx553248635976475477)[Hotels in Winchester-on-the-Severn](https://expedia.ca/Winchester-On-The-Severn-Annapolis-Hotels.0-n553248635976475477-0.Travel-Guide-Filter-Hotels)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Winchester-on-the-Severn Vacations](https://expedia.ca/Winchester-On-The-Severn.d553248635976475477.Destination-Travel-Guides) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_car.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester-on-the-Severn Car Rental ## Search and Compare from Car Companies in Winchester-on-the-Severn ## 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-on-the-Severn \* Price found within the past 6 days. Click for updated prices. ### Economy Chevrolet Spark or similar - 4 people Annapolis, Maryland, USA ![Chevrolet Spark](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_EC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester-on-the-Severn,%20Annapolis,%20Maryland,%20United%20States%20of%20America&dpln=553248635976475477&date1=22/12/2025&date2=24/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22economy%22]) ### Compact Ford Focus or similar - 4 people Annapolis, Maryland, USA ![Ford Focus](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_CC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester-on-the-Severn,%20Annapolis,%20Maryland,%20United%20States%20of%20America&dpln=553248635976475477&date1=22/12/2025&date2=24/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22compact%22]) ### Midsize Toyota Corolla or similar - 5 people Annapolis, Maryland, USA ![Toyota Corolla](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_IC.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester-on-the-Severn,%20Annapolis,%20Maryland,%20United%20States%20of%20America&dpln=553248635976475477&date1=22/12/2025&date2=24/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22midsize%22]) ### SUV Jeep Compass or similar - 5 people Annapolis, Maryland, USA ![Jeep Compass](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_SF.png) [](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester-on-the-Severn,%20Annapolis,%20Maryland,%20United%20States%20of%20America&dpln=553248635976475477&date1=22/12/2025&date2=24/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car rentals in Winchester-on-the-Severn [View all cars](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester-on-the-Severn,%20Annapolis,%20Maryland,%20United%20States%20of%20America&dpln=553248635976475477&date1=22/12/2025&date2=24/12/2025&crfrr=defaultFlex&SearchType=Place) ## Frequently asked questions ### How much is a rental car per day in Winchester-on-the-Severn? ### What happens if I need to cancel my Winchester-on-the-Severn car reservation? ### Where can I go on a road trip from Winchester-on-the-Severn? > - Head off to Richmond for a fantastic sightseeing experience. Approximately 177 kilometres from Winchester-on-the-Severn, it has many cool attractions such as Richmond Raceway. > - Why not see the best of Alexandria too? Top tourist attractions here include George Washington Masonic National Memorial. Alexandria is roughly 56 kilometres from Winchester-on-the-Severn. > - Get out into the great outdoors and appreciate the serenity at Battery Park. It's 290 kilometres from Winchester-on-the-Severn. ### How do I find the best car rental deals in Winchester-on-the-Severn with Expedia? ### How old do you have to be to rent a car in Winchester-on-the-Severn? ### What do you need to rent a car in Winchester-on-the-Severn? ### What is the cheapest car rental in Winchester-on-the-Severn? ### Can I rent a car for a month or longer in Winchester-on-the-Severn? ### Where can I find a Winchester-on-the-Severn 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: | | | Our second best deal of the day: | | | Our third best deal of the day: | | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.ca/ground-transfers?rfrr=car.table.AirportTransportation) |