Title: Cheap Car Hire in Chestertown, USA - Expedia.co.uk [Chestertown Travel Guide](https://expedia.co.uk/Chestertown.dx7215)[Hotels in Chestertown](https://expedia.co.uk/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Flights to Chestertown](https://expedia.co.uk/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Chestertown Holidays](https://expedia.co.uk/Chestertown.d7215.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Car Rentals in Chestertown, USA ## Search and Compare from Car Companies in Chestertown Photo by Patricia Knorr ## Featured car rental suppliers Compare from agencies ![car supplier logos](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/16/BEXUK-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 hire - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car hire [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Top Rental Car Deals in Chestertown \* Price found within the past 6 days. Click for updated prices. ### Economy Chevrolet Spark or similar - 4 people Chestertown, Maryland, USA ![Chevrolet Spark](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_EC.png) [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=27/12/2025&date2=29/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22economy%22]) ### Compact Ford Focus or similar - 4 people Chestertown, Maryland, USA ![Ford Focus](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_CC.png) [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=27/12/2025&date2=29/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22compact%22]) ### Midsize Toyota Corolla or similar - 5 people Chestertown, Maryland, USA ![Toyota Corolla](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_IC.png) [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=27/12/2025&date2=29/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22midsize%22]) ### SUV Jeep Compass or similar - 5 people Chestertown, Maryland, USA ![Jeep Compass](//images.trvl-media.com/media/content/shared/images/car/Common_90X50/US_SF.png) [](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=27/12/2025&date2=29/12/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car hire in Chestertown [View all cars](https://expedia.co.uk/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20Maryland,%20United%20States%20of%20America&dpln=7215&date1=27/12/2025&date2=29/12/2025&crfrr=defaultFlex&SearchType=Place) ## Frequently asked questions ### How much is a rental car per day in Chestertown? ### What happens if I need to cancel my Chestertown car reservation? ### What types of cars can I rent in Chestertown? ### Where can I go on a road trip from Chestertown? > - Washington is about 55 miles from Chestertown. Popular attractions like White House deserve to be at the top of your list while you're in town. > - Around 70 miles away, Philadelphia is also popular with wanderers. Make time to get to Liberty Bell Centre while you're here. It's one of the reasons people love visiting this thriving city. > - Get out into nature and breathe in some fresh air at First Landing State Park. It's approximately 160 miles from Chestertown. ### How do I find the best car hire deals in Chestertown with Expedia? ### How old do you have to be to rent a car in Chestertown? ### What do you need to rent a car in Chestertown? ### What is the cheapest car hire in Chestertown? ### Can I hire a car for a month or longer in Chestertown? ### Where can I find a Chestertown hire car if I am younger than 25? ### Can I drive in Chestertown with my current driver's license? > - Age restrictions: You'll need to be 25 in many states in order to hire a car, although in some areas allow drivers as young as 21\. We recommend checking local regulations, as well as with the hired car company before you go to understand all the regulations that may apply to you. > - Driving limitations: Make sure you read the fine print before you slide behind the wheel so you can avoid unnecessary fees. When hiring a car in the United States, you usually can't cross country borders into Canada or Mexico, use car ferries or go off-roading with your hired vehicle. Please read the details before you book! ## Car Hire Information | Popular car types: | [SUV](https://www.expedia.co.uk/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.co.uk/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.co.uk/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.co.uk/ground-transfers?rfrr=car.table.AirportTransportation) | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [Aberdeen Proving Ground Hotels ](https://www.expedia.co.uk/Aberdeen-Proving-Ground-Hotels.d553248634999428212.Travel-Guide-Hotels) - [Abingdon Hotels ](https://www.expedia.co.uk/Abingdon-Hotels.d6338520.Travel-Guide-Hotels) - [Belcamp Hotels ](https://www.expedia.co.uk/Belcamp-Hotels.d602125.Travel-Guide-Hotels) - [Betterton Hotels ](https://www.expedia.co.uk/Betterton-Hotels.d3000440429.Travel-Guide-Hotels) - [Bowleys Quarters Hotels ](https://www.expedia.co.uk/Bowleys-Quarters-Middle-River-Hotels.0-n553248635975874512-0.Travel-Guide-Filter-Hotels) - [Cecilton Hotels ](https://www.expedia.co.uk/Cecilton-Hotels.d177525.Travel-Guide-Hotels) - [Centreville Hotels ](https://www.expedia.co.uk/Centreville-Hotels.d88125.Travel-Guide-Hotels) - [Villas in Chester ](https://www.expedia.co.uk/Chester-Villas.d3000440455-aaVillas.Travel-Guide-Accommodation) - [Church Hill Hotels ](https://www.expedia.co.uk/Church-Hill-Hotels.d6359186.Travel-Guide-Hotels) - [Queen Anne's County Hotels ](https://www.expedia.co.uk/Destinations-In-Queen-Annes-County.d553248635976431659.Hotel-Destinations) - [Earleville Hotels ](https://www.expedia.co.uk/Earleville-Hotels.d6359189.Travel-Guide-Hotels) - [Edgemere Hotels ](https://www.expedia.co.uk/Edgemere-Hotels.d177620.Travel-Guide-Hotels) - [Edgewood Hotels ](https://www.expedia.co.uk/Edgewood-Hotels.d10362.Travel-Guide-Hotels) - [Hotels near Essex Marina ](https://www.expedia.co.uk/Essex-Marina-Hotels.0-l553248621558038944-0.Travel-Guide-Filter-Hotels) - [Galena Hotels ](https://www.expedia.co.uk/Galena-Hotels.d106992.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Grasonville ](https://www.expedia.co.uk/Grasonville-Hotels-Gay-Friendly-Hotel.0-0-d7382-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Grasonville Hotels ](https://www.expedia.co.uk/Grasonville-Hotels.d7382.Travel-Guide-Hotels) - [Kennedyville Hotels ](https://www.expedia.co.uk/Kennedyville-Hotels.d3000440679.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Kent Narrows ](https://www.expedia.co.uk/Kent-Narrows-Hotels-Gay-Friendly-Hotel.0-0-d553248635077720315-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Kent Narrows Hotels ](https://www.expedia.co.uk/Kent-Narrows-Hotels.d553248635077720315.Travel-Guide-Hotels) - [Marydel Hotels ](https://www.expedia.co.uk/Marydel-Hotels.d3000430745.Travel-Guide-Hotels) - [Massey Hotels ](https://www.expedia.co.uk/Massey-Hotels.d3000440702.Travel-Guide-Hotels) - [Millington Hotels ](https://www.expedia.co.uk/Millington-Hotels.d3000440734.Travel-Guide-Hotels) - [Perryman Hotels ](https://www.expedia.co.uk/Perryman-Hotels.d3000347960.Travel-Guide-Hotels) - [Hotels near Phillips Army Airfield ](https://www.expedia.co.uk/Phillips-Army-Airfield-Airport-Hotels.0-aAPG-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Queenstown ](https://www.expedia.co.uk/Queenstown-Hotels-Marriott-Hotels-Resorts.0-0-d56094--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Queenstown Hotels ](https://www.expedia.co.uk/Queenstown-Hotels.d56094.Travel-Guide-Hotels) - [Rock Hall Hotels ](https://www.expedia.co.uk/Rock-Hall-Hotels.d177447.Travel-Guide-Hotels) - [Tolchester Beach Hotels ](https://www.expedia.co.uk/Tolchester-Beach-Hotels.d553248635975848245.Travel-Guide-Hotels) - [Worton Hotels ](https://www.expedia.co.uk/Worton-Hotels.d3000440948.Travel-Guide-Hotels) - [Wye Mills Hotels ](https://www.expedia.co.uk/Wye-Mills-Hotels.d6359185.Travel-Guide-Hotels) - [Flights to Rock Hall ](https://www.expedia.co.uk/Cheap-Flights-To-Rock-Hall.d177447.Travel-Guide-Flights) - [Flights from Phillips Army Airfield ](https://www.expedia.co.uk/lp/airports/apg/flights-from-phillips-army-airfield-airport) - [Flights from Martin State ](https://www.expedia.co.uk/lp/airports/mtn/flights-from-martin-state-airport) - [Flights from Perryman ](https://www.expedia.co.uk/lp/flights/3000347960/flights-from-perryman) - [Flights from Crumpton ](https://www.expedia.co.uk/lp/flights/3000440547/flights-from-crumpton) - [Flights from Massey ](https://www.expedia.co.uk/lp/flights/3000440702/flights-from-massey) - [Flights from Barclay ](https://www.expedia.co.uk/lp/flights/553248634998993874/flights-from-barclay) - [Flights from Aberdeen Proving Ground ](https://www.expedia.co.uk/lp/flights/553248634999428212/flights-from-aberdeen-proving-ground) - [Flights from Queen Anne's County ](https://www.expedia.co.uk/lp/flights/553248635976431659/flights-from-queen-annes-county) - [Flights from Queenstown ](https://www.expedia.co.uk/lp/flights/56094/flights-from-queenstown) - [Flights from Sudlersville ](https://www.expedia.co.uk/lp/flights/6359188/flights-from-sudlersville) - [Flights from Centreville ](https://www.expedia.co.uk/lp/flights/88125/flights-from-centreville) - [Flights from Berlin (BER) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/ber/apg/berlin-to-aberdeen) - [Flights from Birmingham (BHX) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/bhx/apg/birmingham-to-aberdeen) - [Flights from Boston (BOS) to Baltimore (MTN) ](https://www.expedia.co.uk/lp/flights/bos/mtn/boston-to-baltimore) - [Flights from Cambridge (CGE) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/cge/apg/cambridge-to-aberdeen) - [Flights from Copenhagen (CPH) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/cph/apg/copenhagen-to-aberdeen) - [Flights from Dover (DOV) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/dov/apg/dover-to-aberdeen) - [Flights from Hamburg (HAM) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/ham/apg/hamburg-to-aberdeen) - [Flights from Huntsville (HSV) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/hsv/apg/huntsville-to-aberdeen) - [Flights from Los Angeles (LAX) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/lax/apg/los-angeles-to-aberdeen) - [Flights from Manta (MEC) to Baltimore (MTN) ](https://www.expedia.co.uk/lp/flights/mec/mtn/manta-to-baltimore) - [Flights from Oakland (ODM) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/odm/apg/oakland-to-aberdeen) - [Flights from Princeton (PCT) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/pct/apg/princeton-to-aberdeen) - [Flights from Pensacola (PNS) to Baltimore (MTN) ](https://www.expedia.co.uk/lp/flights/pns/mtn/pensacola-to-baltimore) - [Flights from Riyadh (RUH) to Aberdeen (APG) ](https://www.expedia.co.uk/lp/flights/ruh/apg/riyadh-to-aberdeen) - [Flights from San Francisco (SFO) to Baltimore (MTN) ](https://www.expedia.co.uk/lp/flights/sfo/mtn/san-francisco-to-baltimore) - [Visit Aberdeen Proving Ground ](https://www.expedia.co.uk/Aberdeen-Proving-Ground.dx553248634999428212) - [Visit Abingdon ](https://www.expedia.co.uk/Abingdon.dx6338520) - [Visit Edgewood ](https://www.expedia.co.uk/Edgewood.dx10362) - [Essex Marina ](https://www.expedia.co.uk/Essex-Marina-Essex.d553248621558038944.Attraction) - [Freestate Gun Range ](https://www.expedia.co.uk/Freestate-Gun-Range-Baltimore.d553248621532662293.Attraction) - [Rock Hall Holidays ](https://www.expedia.co.uk/Rock-Hall.d177447.Holidays-City-Breaks) - [Car hire Aberdeen ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Aberdeen.d6044.Car-Hire-Guide) - [Car hire Annapolis ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Annapolis.d6034082.Car-Hire-Guide) - [Car hire near Baltimore Cruise Terminal ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Baltimore-Cruise-Terminal.d6306104.Car-Hire-Guide) - [Rental cars Baltimore Washington Intl. Thurgood Marshall airport ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Baltimore-Washington-Intl-Thurgood-Marshall.d4806466.Car-Hire-Guide) - [Car hire near Baltimore ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Baltimore.d178235.Car-Hire-Guide) - [Car hire Bel Air ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Bel-Air.d6023736.Car-Hire-Guide) - [Car hire near Brooklyn ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Brooklyn.d179937.Car-Hire-Guide) - [Car hire Catonsville ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Catonsville.d7304.Car-Hire-Guide) - [Car hire near Central Maryland ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Central-Maryland.d6057492.Car-Hire-Guide) - [Car hire Darlington ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Darlington.d6123972.Car-Hire-Guide) - [Car hire Denton ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Denton.d6048051.Car-Hire-Guide) - [Car hire Easton ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Easton.d7120.Car-Hire-Guide) - [Car hire Essex ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Essex.d102297.Car-Hire-Guide) - [Car hire Forest Hill ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Forest-Hill.d6134319.Car-Hire-Guide) - [Car hire Georgetown ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Georgetown.d553248635975874069.Car-Hire-Guide) - [Car hire Glen Burnie ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Glen-Burnie.d8003.Car-Hire-Guide) - [Car hire Hanover ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Hanover.d8214.Car-Hire-Guide) - [Car hire near Johns Hopkins University ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Johns-Hopkins-University.d6077402.Car-Hire-Guide) - [Car hire near Kent Island ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Kent-Island.d553248635077608788.Car-Hire-Guide) - [Car hire near Miami Beach ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Miami-Beach.d553248635983987885.Car-Hire-Guide) - [Car hire near Mount Vernon ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Mount-Vernon.d6278388.Car-Hire-Guide) - [Car hire North East ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-North-East.d139151.Car-Hire-Guide) - [Car hire near Nottingham ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Nottingham.d6134119.Car-Hire-Guide) - [Car hire Queenstown ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Queenstown.d56094.Car-Hire-Guide) - [Car hire Rising Sun ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Rising-Sun.d6153612.Car-Hire-Guide) - [Car hire near South Gate ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Gate.d159951.Car-Hire-Guide) - [Car hire St. Michaels ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-St-Michaels.d5940.Car-Hire-Guide) - [Car hire Towson ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Towson.d7327.Car-Hire-Guide) - [Car hire White Marsh ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-White-Marsh.d56057.Car-Hire-Guide) - [Car hire near Maryland ](https://www.expedia.co.uk/Destinations-In-Maryland.d222.Car-Hire-Destinations) - [Enterprise Rental Cars in Chase ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Chase.d553248635975875506-c15.Car-Rental-Guide-Suppliers) - [Firefly Rental Cars in Abingdon ](https://www.expedia.co.uk/Firefly-Car-Rentals-In-Abingdon.d6338520-c1040.Car-Rental-Guide-Suppliers) - [Goldcar Key’n Go Rental Cars in Pomona ](https://www.expedia.co.uk/Goldcar-Keyn-Go-Car-Rentals-In-Pomona.d553248635976007038-c1044.Car-Rental-Guide-Suppliers) - [Locauto Rental Cars in Fairlee ](https://www.expedia.co.uk/Locauto-Car-Rentals-In-Fairlee.d553248635976006792-c1140.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Abingdon ](https://www.expedia.co.uk/Thrifty-Car-Rental-Car-Rentals-In-Abingdon.d6338520-c45.Car-Rental-Guide-Suppliers) - [Wye Mills Holiday Rentals ](https://www.expedia.co.uk/Wye-Mills-Holiday-Rentals.d6359185.Travel-Guide-HolidayRentals) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app