Car Rentals in Chestertown, USA

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Frequently asked questions

How much is a rental car per day in Chestertown?
The lowest daily price for a hire car in Chestertown within the past seven days was . In the comfort of your own ride, you can make your way to whichever sights are calling your name.
Can I hire a car from Glens Falls, NY (GFL-Floyd Bennett Memorial)?
Hertz is a short commute from the terminal and the only car hire option. Reserve your set of wheels as soon as you can to avoid missing out.
What happens if I need to cancel my Chestertown car reservation?
Depending on the cancellation policy, you may qualify for your money back. Many hires offer a full refund if you advise us a minimum of six hours before the collection time. Still have some queries? If you can't find the answer in your confirmation, our Customer Service Portal is here 24/7.
What types of cars can I rent in Chestertown?
Full-size, mid-size or compact... Hop behind the wheel of whatever you prefer! Economy is the leading rental vehicle category in Chestertown. Zippy, great on fuel and a cinch to park, these wheels make touring busy city streets a pleasure. Maybe best of all? They're easy on the purse strings. That means you'll have more money to spend on other things, like seeing as much of this exciting destination as possible.
Where can I go on a road trip from Chestertown?
Chestertown is full of adventures, but don't restrict yourself to just the one place. Arrange a set of wheels and hit the road to see what's in the surrounding area. Here are a few places to choose from:
  • Albany is approximately 70 miles from Chestertown. Top-rated tourist spots like The Egg deserve to be high on your list here.
  • Your next stop? Springfield, which is around 120 miles away. Naismith Memorial Basketball Hall of Fame is one local hot spot you shouldn't miss.
  • Mount Washington State Park is 130 miles from Chestertown and is one of the region's most gorgeous nature spots. Pack a picnic lunch and enjoy the fresh air here.

How do I find the best car hire deals in Chestertown with Expedia?
Expedia makes it simple to compare fees, offers and providers, and to check customer recommendations. Bundle your Chestertown car hire with flight or hotel bookings and you'll make even bigger savings.
How old do you have to be to hire a car in Chestertown?
Drivers 21 and above can hit the highway in Chestertown in a hire car. If you're a young renter, a daily surcharge will apply. You'll generally have fewer car categories to select from, such as compact and mid-size, and may also have to take out comprehensive insurance. Be sure to enter the correct age of the main driver when booking to learn if any extra fees or restrictions apply.
What do you need to rent a car in Chestertown?
Any hire company you choose will require two things --- a valid driver's license and credit card. If you'd prefer to opt out of the supplier's insurance plan, proof of other coverage will also likely be needed. Check your policy so you know what to bring with you to the hire counter.
What is the cheapest car hire in Chestertown?
The two cheapest daily rates on offer in Chestertown within the past seven days were and . Now that's what we'd call a bargain! 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 hire a car for a month or longer in Chestertown?
You can, and the awesome news is suppliers often offer lower rates the longer you rent. Check out our long-term car hire deals in Chestertown and cruise off with an unbeatable bargain.
Where can I find a Chestertown hire car if I am younger than 25?
Some Chestertown providers will hire to drivers under 25 years old, and others won't. Age policies differ between suppliers, so you'll need to do your homework. Also, find out if there are any additional costs. Some outlets will apply a surcharge to customers between the ages of 21 and 24. Always look through the terms and conditions so you know what to expect.
Can I drive in Chestertown with my current driver's license?
If you don't have a license issued in the U.S, you might need to organise an International Driving Permit (IDP) in your country of residence before hiring a car in the U.S. If you find that an IDP is required for you to drive in the U.S., know that you'll also have to show your valid driver's license and your passport or other forms of identification. Lastly, your credit card used to hire the vehicle needs to match the name on your license and passport in order to finalize your car hire. Other things you should know about hiring a car in the U.S. Are:
  • Age restrictions: You need to be 25 or older in many states in order to hire a car, although in some areas allow drivers as young as 21. We recommend checking local rules and regulations, as well as the hire car website before your trip to understand all the regulations that may apply to you.
  • Driving limitations: Be sure to read the fine print before you drive off the lot so you can avoid any unnecessary fees. When hiring a car in the United States, you typically can't cross country borders into Canada or Mexico, drive onto ferries or traverse rough terrain with your hired vehicle. Please read the regulations before booking!

Why should I rent a Chestertown car with Expedia?
There are savings for the savvy traveller with Expedia. Whether you're looking for something that'll fit the whole crew or just the two of you, browse the deals from the multiple car hire companies in Chestertown. Our exclusive offers and discounts will help you get the best price possible. Combine your vehicle with your flights and hotel for even greater savings. On the lookout for things to do in Chestertown? Add some activities to your holiday package later on! Plus, when you become a member of our free One Key™ rewards programme, you can collect OneKeyCash™* and spend it on eligible hotels, flights, activities and more. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Expedia.

Car Hire Information

Popular car types:
SUV, Full Size, 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