Title: Car Rental Chestertown, NY - Expedia.ca [Chestertown Travel Guide](https://expedia.ca/Chestertown.dx89045)[Hotels in Chestertown](https://expedia.ca/Chestertown-Hotels.d89045.Travel-Guide-Hotels)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d89045.Travel-Guide-Flights)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d89045.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chestertown Car Rental ## Search and Compare from Car Companies in Chestertown Photo by Julie Miller ## 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 Chestertown \* Price found within the past 6 days. Click for updated prices. ### Economy Chevrolet Spark or similar - 4 people Chestertown, New York, 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=Chestertown,%20New%20York,%20United%20States%20of%20America&dpln=89045&date1=01/11/2025&date2=03/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22economy%22]) ### Compact Ford Focus or similar - 4 people Chestertown, New York, 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=Chestertown,%20New%20York,%20United%20States%20of%20America&dpln=89045&date1=01/11/2025&date2=03/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22compact%22]) ### Midsize Toyota Corolla or similar - 5 people Chestertown, New York, 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=Chestertown,%20New%20York,%20United%20States%20of%20America&dpln=89045&date1=01/11/2025&date2=03/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22midsize%22]) ### SUV Jeep Compass or similar - 5 people Chestertown, New York, 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=Chestertown,%20New%20York,%20United%20States%20of%20America&dpln=89045&date1=01/11/2025&date2=03/11/2025&crfrr=defaultFlex&SearchType=Place&selCC=[%22suv%22]) ### Don't see what you're looking for? See all car rentals in Chestertown [View all cars](https://expedia.ca/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Chestertown,%20New%20York,%20United%20States%20of%20America&dpln=89045&date1=01/11/2025&date2=03/11/2025&crfrr=defaultFlex&SearchType=Place) ## Frequently asked questions ### How much is a rental car per day in Chestertown? > The daily price of car rentals in Chestertown within the past seven days was as low as . With your own affordable ride, the attractions in and around this place are easily within your reach. ### Can I rent a car from Glens Falls, NY (GFL-Floyd Bennett Memorial)? > You can rent a set of wheels from Hertz, which is a quick commute from Glens Falls, NY (GFL-Floyd Bennett Memorial). ### What happens if I need to cancel my Chestertown car reservation? > You should be eligible for a full refund on your booking if you let us know at least six hours before the pickup time. Check your car rental agreement for all the details. Our [Customer Service Portal](https://www.expedia.ca/service/?langid=1033) may have what you need too. ### Where can I go on a road trip from Chestertown? > Chestertown has plenty to keep you on the move, but don't restrict yourself to just one place. Pick up a set of wheels and head off to explore the surrounding region. Here are some great options we've come up with: > > > > - You'll discover The Egg and many other interesting sights in Albany. From Chestertown, it's approximately 113 kilometres away. > - Your next pit stop? Make it Springfield, which is around 193 kilometres away. Naismith Memorial Basketball Hall of Fame is one local highlight you won't want to miss. > - Plymouth Rock is about 322 kilometres from Chestertown and is one of the region's most gorgeous nature spots. Stretch your legs and enjoy the fresh air. ### How do I find the best car rental deals in Chestertown with Expedia? > It's easy to track down an incredible deal with Expedia. Simply choose your wheels, select your dates and preferred pickup and drop-off points, and compare offers from leading rental suppliers. Make even bigger savings when you bundle your Chestertown car rental with flight or hotel bookings. ### How old do you have to be to rent a car in Chestertown? > If you're 21 and over, you can rent a car in Chestertown. Bear in mind that rental companies will charge young drivers an additional fee, which helps cover the higher accident or damage risk involved. Also, young drivers usually aren't permitted to rent luxury cars or larger vehicles. Browse the fine print before booking so there are no surprises when you pick up the keys. ### What do you need to rent a car in Chestertown? > The main things are a valid driver's licence and a credit card in the same name. Most car rental companies will offer you insurance, which is optional. But you may be asked to provide proof of other coverage if you prefer to opt out. Make sure you check with your rental agency to avoid any hassles. ### What is the cheapest car rental in Chestertown? > Based on prices within the past seven days, you could've slid into the driver's seat of a rental car for just per day. The second lowest daily price offered in Chestertown was . 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 Chestertown? > Head to our [long-term car rental deals](https://www.expedia.ca/lp/b/car-hire/long-term) page, enter your trip information and then lock in your perfect ride. Whether you're staying in Chestertown or venturing far beyond, Expedia will help you find a long-term rental at a fabulous rate. ### Where can I find a Chestertown car rental if I am younger than 25? > Some Chestertown outlets will rent cars to drivers under 25 years old, and others won't. Age policies differ between suppliers, so you'll want to do your homework. Also, find out if there are additional costs. Some places will apply a surcharge to customers between 21 and 24. Make sure you read through 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: | | | 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) | ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAE3klEQVR4Xu3aMXYiOxBAUXEICGcJLIWliaV5KSxhQgIf6rtKJZVatD1TwfwA3ksMhaTbWZ8GF/kfKuvgXwSSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVBPyWZbOOr2WX/LwwbTqIPLRV32Nqvz2NaMaJ4OAgIC0zjoFAQFZkBrvxBFp2y9y1z/jRENObUGMRtuzQEBAQDSQGI1AQHytdWrI/ok7jVWWbxyBLIGAFBAQD2QJxNeWr0dsccRPnBO56R8QkAIC4oH0QDSQNswhVmz3Veral977q0BAPBAQkHUVCIi3IpFvvxb/Nfk0PtFR0S+9bZWlV3cYC9azQEBAQDQQCwREVmTbua217Yb8PFqqcTLIzmipxskgO6OlGieD7IyWapwMsjNaqnEyyM5oqcbJIDujpRonT8j3PcYNfT7RRpqNfgoE5PtAeiAg3wfSe2XkoQec9MRSjvo8bT8wi9zbN9yyfcQePzB7d3137u88EBAPpAUCEoGASNveH551+7GNH+NEu6GX5toqP1Evxa6u6KWMjR6IgIAIiL4DAQFpTYhv72t1++e4ew/XMsTzkXWR+3jtGzWQyEcWSG0fglggkY8skNo+BLFeHvETj+22b9t1cd8e33D7pcwb9c9f3eNBQOxckBZIjEBA2kb981bI9lZt/8wlOlLXRvbUPYpLsfwsXeWBgICAgFh+lq7yQECkrT3o87Stvel2z0Z6Q59z1xC/OmveqIFYICAgICAg3orYd9fzie5abWy3fevU99mq4sh6KSAgFghIAQEB6U3I/IhtjVv1PPIOeimO+EYZV2fV9qEGAgIC0gYgrdo+1EBAZuSur8868hu6jcaqGfFL8dt+GavqOBgEBAQEpOWr6jgYBKT30IW+vWwR7fj8PB2XYo2NIxAbCQgIiK8FiSNBbCQgiswnSt9+0hPntqvmje6OQMq6CgQEpIBYIGVd9Y7Itew8PFvbkf/HtXXTY6sY4oGAWCAgAgIC8reI9XXiWGv3eLt7TyeKu7rKe0yr4uo0EAEB8UBAQEC0CfET7R5fdK2Ntr85j/qqgdil2NU9BwIC0naDgDwFAmJI5Nuvxf5xWhQR8bu3n1jW0XwptW3TQEBAQDQQEAtEnpFYGx+M9LOjutalj+PqPsqpXd32gkFAQEBAQOZAtshanFj6dmt7KfPGU5wXgRSQaa0HsgRSQKa1HsjSSyI72fb4hlvk1o6an7ptVW2Dj4bc9OqmQCyQbSAgIBqI9daInTh37tsN0cUtHck40ZH4ZVo3bgMRkH54DwQEpAUiIGO7Ndba9pGfWNS9uzq53k/3+BrvQEBARiAgIO+M2PZSTg357JvixNj+MT7cJnIDAdFABARkCQTE+yNSY0G49qX3WCX6M7R/Dx6rpo0gICD6CcjzWhAQkD1E2nbrrndvW6Ud/B4/dls28mqMQUBApmzk1RiDgIBM2cirMX5dJHJEmnvp4x8RCwSkT+IlyBoISJ/ES5C190G2nXV6ba8veo/Xka2aH7FH37sgICA9EAHZBgLy7wJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIqtdB/gPQvZpcSk+uewAAAABJRU5ErkJggg==)