Car Rental Chester, MA

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Top Car Deals in Chester

* Price found within the past 6 days. Click for updated prices.

Economy

Chevrolet Spark or similar
  • 4 people
Chester, Massachusetts, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Chester, Massachusetts, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Chester, Massachusetts, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Chester, Massachusetts, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

How much is a rental car per day in Chester?
Rental cars in Chester had a low daily rate of just within the past seven days. At prices like this, you'll be zooming around in a snazzy ride with cash to spare.
Can I rent a car from Bradley Intl. Airport (BDL)?
You'll find a good range of rental outlets just a short commute from Bradley Intl. Airport (BDL). Payless, Dollar, Enterprise, Avis and Thrifty Car Rental are among the best.
What happens if I need to cancel my Chester car reservation?
Don't stress. You should be eligible for all of your money back if you notify us more than six hours ahead of pickup. Your confirmation contains details about this, as does our Customer Service Portal. Not all prepaid reservations will receive a refund though, so you may want to check your cancellation policy.
Where can I go on a road trip from Chester?
There are so many things to do in Chester, but head farther afield and you'll find more sightseeing magic. Grab a set of wheels and you can cruise around the surrounding area at your own speed. Add these awesome places to your travel plan:

  • Providence is about 85 miles from Chester. Famous tourist attractions like Roger Williams Park Zoo should be at the top of your list here.
  • Your next stop? Make it Hartford, which is around 40 miles away. Mark Twain House & Museum is one local highlight you really shouldn't miss.
  • Head to Mount Washington State Park for a day out in nature. Pack a picnic to enjoy or just sit and unwind. From Chester, it's 160 miles away.

How do I find the best car rental deals in Chester with Expedia?
Getting an amazing deal on your Chester rental car is a breeze with Expedia. Choose your preferred car type, add some details and compare prices across popular brands. Why not add hotels and flights to your booking? You'll unlock terrific discounts when you combine your bookings into a package.
How old do you have to be to rent a car in Chester?
You need to be at least 21. But there are some age-related rules you should know about before reserving your Chester wheels. If you're a young driver, most rental outlets will charge an additional fee and limit the types of vehicles you can rent. This size of the surcharge, and which ages it applies to, varies between providers. Take your time to compare the rules.
What do you need to rent a car in Chester?
Generally, all you'll need is a driver's license and credit card in your name when collecting the keys to your car. Proof of coverage may also be required if you choose to opt out of the company's insurance plan. Rules may differ between suppliers, so it's a good idea to check in advance.
What is the cheapest car rental in Chester?
and were the lowest daily prices picked up by car rental customers in Chester within the past seven days. 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 Chester?
Visit our long-term car rental deals page, enter your trip information and then book your ideal ride. Whether you're basing yourself in Chester or road-tripping around, Expedia will help you find a long-term rental at an excellent rate.
Where can I find a Chester car rental if I am younger than 25?
Whether you can rent a car if you are under 25 years old in Chester often depends on the rental provider you select. Some outlets apply a surcharge for customers between 21 and 24 years of age, yet other companies may not apply any extra costs for this age bracket. It'd be good to understand the terms and conditions of your prospective car company to avoid extra charges when collecting your car.
What insurance should I choose for my car rental in Chester?
Make a safe start to your road trip by choosing Expedia's collision protection. While there are all sorts of insurance, this is one you should have. It provides primary coverage for vandalism, accident damage and theft up to $35,000, as well as 24/7 emergency assistance. Don't wait until you reach the rental desk to insure your wheels. Opt in to collision protection while booking your Chester ride with Expedia and save time and money.

Car Rental Information

 
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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 .

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.

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Car classes available from Expedia in 2025

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

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