Title: Chester, CT Car Rental - Free Cancellation Options - Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx183058)[Hotels in Chester](https://expedia.com/Chester-Hotels.d183058.Travel-Guide-Hotels)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Chester Vacation Packages](https://expedia.com/Chester.d183058.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/183058/f457b867-7f08-4489-b983-3426d68ada3d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $61 Car Rental Chester, CT ## Search and Compare from Car Companies in Chester ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/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 One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/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 Car Deals in Chester \* Price found within the past 6 days. Click for updated prices. Sun, Feb 22 - Mon, Feb 23 ### Economy Hyundai Venue or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Hyundai Venue](//mediaim.expedia.com/cars/39/d28ed868-667e-4bd1-a4ce-25a85e7faed9.jpg) #### $61 includes taxes & fees $41 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=40.99&tprfrr=61.01&cvrfrr=ZD&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Sun, Feb 22 - Mon, Feb 23 ### Compact Kia Soul or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Kia Soul](//mediaim.expedia.com/cars/41/e7c1fd21-3564-4890-a4ed-2f7ca59d757f.jpg) #### $62 includes taxes & fees $42 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/22/2026&date2=2/23/2026&pprfrr=41.99&tprfrr=62.23&cvrfrr=ZI&ctrfrr=CC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22compact%22]) Sun, Feb 22 - Mon, Feb 23 ### Midsize Toyota Corolla or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Toyota Corolla](//mediaim.expedia.com/cars/41/724f6f6b-c451-44b5-b34e-8d67280e16eb.jpg) #### $65 includes taxes & fees $44 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/22/2026&date2=2/23/2026&pprfrr=43.99&tprfrr=64.65&cvrfrr=ZI&ctrfrr=IC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sun, Feb 22 - Mon, Feb 23 ### Fullsize Toyota Camry or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Toyota Camry](//mediaim.expedia.com/cars/39/4bdc7515-df09-4702-8fda-c9522c95cf21.jpg) #### $70 includes taxes & fees $48 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=47.99&tprfrr=69.51&cvrfrr=ZD&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Sun, Feb 22 - Mon, Feb 23 ### Standard Volkswagen Jetta or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Volkswagen Jetta](//mediaim.expedia.com/cars/39/3404ce5f-b103-4d29-910a-9b5d064cebb0.jpg) #### $70 includes taxes & fees $48 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=47.99&tprfrr=69.51&cvrfrr=ZD&ctrfrr=SC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sun, Feb 22 - Mon, Feb 23 ### Standard Elite SUV Ford Explorer or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Ford Explorer](//mediaim.expedia.com/cars/39/0117d125-955b-455f-87f1-0c60b7d7c1bc.jpg) #### $90 includes taxes & fees $65 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=64.99&tprfrr=90.16&cvrfrr=ZD&ctrfrr=RF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sun, Feb 22 - Mon, Feb 23 ### Mini Van Chrysler Pacifica or similar - 7 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Chrysler Pacifica](//mediaim.expedia.com/cars/39/e7400a6a-2473-474b-9d79-35076bd3a23f.jpg) #### $121 includes taxes & fees $90 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=89.99&tprfrr=120.54&cvrfrr=ZD&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Sun, Feb 22 - Mon, Feb 23 ### Premium Toyota Crown or similar - 5 people - Unlimited mileage ![Avis](//mediaim.expedia.com/cars/logos/ZI.png) New Haven, Connecticut, USA ![Toyota Crown](//mediaim.expedia.com/cars/41/edb2e73f-8e89-438f-8867-f09c3dac1153.jpg) #### $186 includes taxes & fees $144 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268844&olon=-72.891164&date1=2/22/2026&date2=2/23/2026&pprfrr=143.99&tprfrr=186.15&cvrfrr=ZI&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Sun, Feb 22 - Mon, Feb 23 ### Luxury Cadillac CT5 or similar - 5 people - Unlimited mileage ![Budget](//mediaim.expedia.com/cars/logos/ZD.png) New Haven, Connecticut, USA ![Cadillac CT5](//mediaim.expedia.com/cars/39/2bd5c014-4d39-4590-bba3-eb45924b7c90.jpg) #### $220 includes taxes & fees $172 per day found 5 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=41.268840&olon=-72.891170&date1=2/22/2026&date2=2/23/2026&pprfrr=171.99&tprfrr=220.17&cvrfrr=ZD&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) ### Don't see what you're looking for? See all car rentals in Chester [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chester,%20Connecticut,%20United%20States%20of%20America&dpln=183058&date1=2/23/2026&date2=2/25/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 5 days. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=CTG_SPRING_PROMO_183058) ## Frequently asked questions ### How much is a rental car per day in Chester? ### Can I rent a car from Tweed - New Haven Regional Airport (HVN)? ### What happens if I need to cancel my Chester car reservation? ### Where can I go on a road trip from Chester? > - Providence is 65 miles from Chester. Notable tourist attractions like Roger Williams Park Zoo should be high on your list here. > - Your next pit stop? Albany, which is around 110 miles away. The Egg is one local highlight you won't want to miss. > - Get out into nature and appreciate the serenity at Longwood Gardens. You'll find it around 200 miles from Chester. ### How do I find the best car rental deals in Chester with Expedia? ### How old do you have to be to rent a car in Chester? ### What do you need to rent a car in Chester? ### What is the cheapest car rental in Chester? ### Can I rent a car for a month or longer in Chester? ### Where can I find a Chester car rental if I am younger than 25? ### What insurance should I choose for my car rental in Chester? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $61 | | Our second best deal of the day | $62 | | Our third best deal of the day | $65 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Finding the cheapest car rentals in Chester ### **Using our Search Wizard** If the deals that are available on our page do not suit your needs, then enter Chester into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Chester and provide you with a list of the cheapest options, with no added fees. ### **Renting a car in Chester** Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chester. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia. ### **Expected prices in Chester** Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $61. ### **Flexibility & Cancellation** Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the [Trips](https://www.expedia.com/trips) portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled. ### **We all love being rewarded** [One Key](https://www.expedia.com/welcome-one-key?langid=1033) members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today. ### **Car classes available from Expedia in 2026** The classes of vehicles available will change depending on your chosen location. - [Compact car rentals](https://www.expedia.com/lp/b/car-rental/compact) - [Convertible car rentals](https://www.expedia.com/lp/b/car-rental/convertible) - [Economy car rentals](https://www.expedia.com/lp/b/car-rental/economy) - [Fullsize car rentals](https://www.expedia.com/lp/b/car-rental/fullsize) - [Luxury car rentals](https://www.expedia.com/lp/b/car-rental/luxury) - [Midsize car rentals](https://www.expedia.com/lp/b/car-rental/midsize) - [Mini car rentals](https://www.expedia.com/lp/b/car-rental/mini) - [Minivan rentals](https://www.expedia.com/lp/b/car-rental/minivan) - [Pickup car rentals](https://www.expedia.com/lp/b/car-rental/pickup) - [Premium car rentals](https://www.expedia.com/lp/b/car-rental/premium) - [Sportscar rentals](https://www.expedia.com/lp/b/car-rental/sportscar) - [Standard car rentals](https://www.expedia.com/lp/b/car-rental/standard) - [SUV rentals](https://www.expedia.com/lp/b/car-rental/suv) - [Van rentals](https://www.expedia.com/lp/b/car-rental/van) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Center ](https://www.expedia.com/Chester-Center-Chester-Hotels.0-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Norma Terris Theater ](https://www.expedia.com/Norma-Terris-Theater-Hotels.0-l553248621532665705-0.Travel-Guide-Filter-Hotels) - [Deep River Hotels ](https://www.expedia.com/Deep-River-Hotels.d6004513.Travel-Guide-Hotels) - [Cabin Rentals in Deep River ](https://www.expedia.com/Deep-River-Cabins.d6004513-aaCabins.Travel-Guide-Accommodation) - [Vacation Homes in Deep River ](https://www.expedia.com/Deep-River-Private-Vacation-Homes.d6004513-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [B&B in Deep River ](https://www.expedia.com/Deep-River-Bed-And-Breakfast.d6004513-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Aparthotels in Deep River ](https://www.expedia.com/Deep-River-Apart-Hotels.d6004513-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Deep River ](https://www.expedia.com/Deep-River-Apartments.d6004513-aaApartments.Travel-Guide-Accommodation) - [Villas in Deep River ](https://www.expedia.com/Deep-River-Villas.d6004513-aaVillas.Travel-Guide-Accommodation) - [Cottages in Deep River ](https://www.expedia.com/Deep-River-Cottages.d6004513-aaCottages.Travel-Guide-Accommodation) - [Condo Rentals in Deep River ](https://www.expedia.com/Deep-River-Condos.d6004513-aaCondos.Travel-Guide-Accommodation) - [4 Star Hotels in Deep River ](https://www.expedia.com/4Star-Deep-River-Hotels.s40-0-d6004513.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Deep River ](https://www.expedia.com/Deep-River-Hotels-Best-Western.0-0-d6004513--bBestWestern.Travel-Guide-Filter-Hotels) - [Resorts in Deep River ](https://www.expedia.com/Deep-River-Resorts.d6004513-aaResorts.Travel-Guide-Accommodation) - [Hotels near Chester Creek Marina ](https://www.expedia.com/Chester-Creek-Marina-Hotels.0-l553248621558034067-0.Travel-Guide-Filter-Hotels) - [Hotels near Gillette Castle State Park ](https://www.expedia.com/Gillette-Castle-State-Park-Hotels.0-l502002-0.Travel-Guide-Filter-Hotels) - [Hotels near Goodspeed Opera House ](https://www.expedia.com/Goodspeed-Opera-House-Hotels.0-l6089799-0.Travel-Guide-Filter-Hotels) - [Hotels near Scherer Library of Musical Theatre ](https://www.expedia.com/Scherer-Library-Of-Musical-Theatre-Hotels.0-l553248621561681664-0.Travel-Guide-Filter-Hotels) - [Hotels near Cockaponset State Forest ](https://www.expedia.com/Cockaponset-State-Forest-Hotels.0-l6341131-0.Travel-Guide-Filter-Hotels) - [Hotels near Nathan Hale Schoolhouse ](https://www.expedia.com/Nathan-Hale-Schoolhouse-Hotels.0-l501144-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum of Fife and Drum ](https://www.expedia.com/Museum-Of-Fife-And-Drum-Hotels.0-l553248621532665703-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Stephen's Church ](https://www.expedia.com/St-Stephens-Church-Hotels.0-l553248621532665706-0.Travel-Guide-Filter-Hotels) - [Hotels near Ivoryton Playhouse ](https://www.expedia.com/Ivoryton-Playhouse-Hotels.0-l6089795-0.Travel-Guide-Filter-Hotels) - [Hotels near East Haddam Historical Society and Museum ](https://www.expedia.com/East-Haddam-Historical-Society-And-Museum-Hotels.0-l553248621561681657-0.Travel-Guide-Filter-Hotels) - [Ivoryton Hotels ](https://www.expedia.com/Ivoryton-Hotels.d183063.Travel-Guide-Hotels) - [B&B in Ivoryton ](https://www.expedia.com/Ivoryton-Bed-And-Breakfast.d183063-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Ivoryton ](https://www.expedia.com/5Star-Ivoryton-Hotels.s50-0-d183063.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Ivoryton ](https://www.expedia.com/Ivoryton-Cabins.d183063-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Ivoryton ](https://www.expedia.com/Ivoryton-Condos.d183063-aaCondos.Travel-Guide-Accommodation) - [3 Star Hotels in Ivoryton ](https://www.expedia.com/3Star-Ivoryton-Hotels.s30-0-d183063.Travel-Guide-Filter-Hotels) - [Resorts in Ivoryton ](https://www.expedia.com/Ivoryton-Resorts.d183063-aaResorts.Travel-Guide-Accommodation) - [Hotels with Restaurants in Ivoryton ](https://www.expedia.com/Ivoryton-Hotels-Hotels-With-Restaurants.0-0-d183063-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Vacation Homes in Ivoryton ](https://www.expedia.com/Ivoryton-Private-Vacation-Homes.d183063-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Luxury Hotels in Ivoryton ](https://www.expedia.com/Ivoryton-Hotels-Luxury-Hotel.0-0-d183063-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Motels in Ivoryton ](https://www.expedia.com/Ivoryton-Motels.d183063-aaMotels.Travel-Guide-Accommodation) - [Romantic Hotels in Ivoryton ](https://www.expedia.com/Ivoryton-Hotels-Romantic-Hotel.0-0-d183063-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Ivoryton ](https://www.expedia.com/Ivoryton-Hotels-Bar-Hotel.0-0-d183063-tBarHotel.Travel-Guide-Filter-Hotels) - [Hadlyme Hotels ](https://www.expedia.com/Hadlyme-Hotels.d3000430084.Travel-Guide-Hotels) - [Centerbrook Hotels ](https://www.expedia.com/Centerbrook-Hotels.d3000429950.Travel-Guide-Hotels) - [3 Star Hotels in Centerbrook ](https://www.expedia.com/3Star-Centerbrook-Hotels.s30-0-d3000429950.Travel-Guide-Filter-Hotels) - [Essex Hotels ](https://www.expedia.com/Essex-Hotels.d183061.Travel-Guide-Hotels) - [Hotels near Sundial Herb Garden ](https://www.expedia.com/Sundial-Herb-Garden-Hotels.0-l553248621532665704-0.Travel-Guide-Filter-Hotels) - [Killingworth Hotels ](https://www.expedia.com/Killingworth-Hotels.d180682.Travel-Guide-Hotels) - [Cabin Rentals in Killingworth ](https://www.expedia.com/Killingworth-Cabins.d180682-aaCabins.Travel-Guide-Accommodation) - [B&B in Killingworth ](https://www.expedia.com/Killingworth-Bed-And-Breakfast.d180682-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Killingworth ](https://www.expedia.com/Killingworth-Resorts.d180682-aaResorts.Travel-Guide-Accommodation) - [Ski Hotels in Killingworth ](https://www.expedia.com/Killingworth-Hotels-Ski-Hotel.0-0-d180682-tSkiHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Killingworth ](https://www.expedia.com/5Star-Killingworth-Hotels.s50-0-d180682.Travel-Guide-Filter-Hotels) - [RV Parks in Killingworth ](https://www.expedia.com/Killingworth-RV-Parks.d180682-aaRVParks.Travel-Guide-Accommodation) - [Cottages in Killingworth ](https://www.expedia.com/Killingworth-Cottages.d180682-aaCottages.Travel-Guide-Accommodation) - [Hotels near Essex Steam Train ](https://www.expedia.com/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels) - [B&B in Essex ](https://www.expedia.com/Essex-Bed-And-Breakfast.d183061-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotels in Essex ](https://www.expedia.com/Essex-Hotels-Beach-Hotel.0-0-d183061-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Essex ](https://www.expedia.com/Essex-Hotels-Hilton-Hotels.0-0-d183061--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Apartments in Essex ](https://www.expedia.com/Essex-Apartments.d183061-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Essex ](https://www.expedia.com/Essex-Cabins.d183061-aaCabins.Travel-Guide-Accommodation) - [5 Star Hotels in Essex ](https://www.expedia.com/5Star-Essex-Hotels.s50-0-d183061.Travel-Guide-Filter-Hotels) - [Cottages in Essex ](https://www.expedia.com/Essex-Cottages.d183061-aaCottages.Travel-Guide-Accommodation) - [Marriott Hotels & Resorts in Essex ](https://www.expedia.com/Essex-Hotels-Marriott-Hotels-Resorts.0-0-d183061--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Historic Hotels in Essex ](https://www.expedia.com/Essex-Hotels-Historic-Hotel.0-0-d183061-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Essex ](https://www.expedia.com/Essex-Hotels-Luxury-Hotel.0-0-d183061-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Essex ](https://www.expedia.com/Essex-Hotels-Best-Western.0-0-d183061--bBestWestern.Travel-Guide-Filter-Hotels) - 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