Car Rental Chestertown, NY

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Top Car Deals in Chestertown

Economy

Chevrolet Spark or similar
  • 4 people
Chestertown, New York, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Chestertown, New York, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Chestertown, New York, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Chestertown, New York, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

How much is a rental car per day in Chestertown?
Follow your own road in Chestertown, with car rental prices starting from a day. That’s based on prices found within the past seven days. With rates like this, it’ll be a piece of cake to find a ride that works for you.
Can I rent a car from Glens Falls, NY (GFL-Floyd Bennett Memorial)?
You can rent a ride with 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?
We’ve got good news! You should be given a full refund if you let us know at least six hours prior to pickup time. Your itinerary contains details about this, as does our Customer Service Portal. Not all prepaid rentals will receive a refund though, so you may want to check the car’s rental agreement.
What types of cars can I rent in Chestertown?
Many visitors opt for economy cars in Chestertown. Drivers love them because of their affordability. Plus, their small size makes them well-suited to cruising around cities, where streets are busy and parking spaces are tight. But your options don’t stop there. SUVs, full-size cars and compacts can be booked too. Whether you’re sticking around Chestertown or headed beyond, we’ll have the wheels for you.
Where can I go on a road trip from Chestertown?
After you’ve covered all the amazing attractions in Chestertown, there’s loads more to explore in the surrounding region. Grab the keys to a rental car, stow your bags in the trunk and take to the open road. These are some road trips you’re sure to enjoy:

  • Albany is about 70 mi from Chestertown. Notable attractions like The Egg deserve to be high on your list here.
  • Why not see all that’s on offer in Springfield too? Popular sights in this colorful city include Naismith Memorial Basketball Hall of Fame. Springfield is around 120 mi from Chestertown.
  • Get into the outdoors and appreciate the serenity at Mount Washington State Park. You’ll find it approximately 130 mi from Chestertown.

Why should I rent a Chestertown car with Expedia?
If you’re on the lookout for a set of wheels in Chestertown, you can’t go wrong with Expedia. Our member exclusive offers, discounts and rewards program will help you score an amazing deal. And with rental suppliers to take your pick of, there’s loads of choice. Want even bigger savings? Combine your bookings into a vacation package. From car and vacation rentals to flights and hotels, we make it easy to plan your itinerary.
How do I find the best car rental deals in Chestertown with Expedia?
Check out reviews and ratings, choose your preferred car class and compare prices from the most popular suppliers. Expedia makes it easy to get the best deal on your rental wheels. Combine your Chestertown car rental with hotel or flight bookings and drive off with even bigger savings.
How old do you have to be to rent a car in Chestertown?
The youngest age you can rent a car in Chestertown is 21. A young driver surcharge typically applies, so check before booking and take into account any extra costs. There could also be restrictions on the sorts of cars available to young drivers. For instance, some outlets will only rent out economy to medium-sized cars to less-experienced motorists. Rules may differ between outlets, so be sure to read the fine print.
What do you need to rent a car in Chestertown?
Your driver’s license and a credit card in the same name are two essentials. Don’t want to take out the company’s insurance plan? Then you may also need proof of your own coverage. Requirements may differ between rental suppliers, so read your policy thoroughly.
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 a 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?
Expedia makes it a breeze to pick up a reliable long-term car rental in Chestertown. Simply head to our long-term car rental deals page, enter your travel dates and explore your possibilities.
Where can I find a Chestertown car rental if I am younger than 25?
If you’re a younger driver hoping to rent a car in Chestertown, we recommend reading the policies of the car rental companies you’re interested in. Some may rent to drivers under 25, some may not. There may be additional fees if you’re aged between 21 and 24. To escape any unpleasant surprises at the rental desk, make sure you know what those charges are if they apply to you.
What insurance should I choose for my car rental in Chestertown?
Start your road trip the right way by choosing Expedia’s collision protection. While there are many types of insurance, this is one you’ll need to have. It provides primary coverage for theft, vandalism and collision damage up to $35,000, as well as 24-hour emergency assistance. Don’t wait until you arrive at the rental desk to insure your car. Opt in to collision protection while booking your Chestertown ride with Expedia and save money and time.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
 
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From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Finding the cheapest car rentals in Chestertown

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Chestertown into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Chestertown and provide you with a list of the cheapest options, with no added fees.

Renting a car in Chestertown

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chestertown. 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 Chestertown

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book .

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 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 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 2024

The classes of vehicles available will change depending on your chosen location.