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?
The most affordable daily rate in Chester was based on prices within the last seven days. Browse our terrific range of options, from mini vehicles to luxurious rides.
Can I rent a car from Bradley Intl. Airport (BDL)?
You'll find a good variety of rental car companies within a short commute of Bradley Intl. Airport (BDL). Enterprise, Avis, Dollar, Thrifty Car Rental and Payless are among the best.
What happens if I need to cancel my Chester car reservation?
We understand that plans change at the last minute. That's why the majority of prepaid reservations allow for a complete refund if you cancel six hours in advance of pickup. Your cancellation policy should have all the specifics you need. If you can't find the answer there, our Customer Service Portal is always here to help.
What types of cars can I rent in Chester?
Whatever meets your needs! Go for a mid-size or full-size if you're traveling with the family, or level up to a premium for sleek sophistication. Or, choose an economy model — the most popular rental in Chester. Affordable and with awesome mileage, they're a good fit for singles, couples or anyone else who doesn't need a large amount of space. They're particularly suited to city exploring. Slipping into narrow parking spots will be a cinch!
Where can I go on a road trip from Chester?
Chester has plenty to keep you busy, but don't limit yourself to one place. Book a set of wheels and hit the road to explore the surrounding area. Here are some great options:

  • New York is about 120 mi from Chester. Notable tourist spots like Times Square deserve to be high on your must-see list while you're in town.
  • Situated 100 mi away, Boston is also popular with travelers. Be sure to check out Fenway Park while you're in town. It's one of the reasons people love staying a while in this city.
  • Make tracks to Mount Washington State Park to reconnect with nature. Take a picnic to enjoy or just recharge your batteries in the fresh air. From Chester, it's approximately 160 mi away.

Why should I rent a Chester car with Expedia?
From our exclusive offers to our member prices and rewards program, you'll save when you book your car with Expedia. And with suppliers in Chester to select from, you have loads of choice when it comes to finding the perfect wheels. But we don't just offer unbeatable rates on rental cars. Flights, hotels and more can be added to your itinerary to create your dream Chester vacation package. The more you bundle, the bigger the savings!
How do I find the best car rental deals in Chester with Expedia?
Browse our wide selection of car rentals, check out customer recommendations and compare prices from top brands. In just a few clicks, Expedia will help you find the best deal on your wheels. Got a flight or hotel booking? Add on your Chester car rental and save even more.
How old do you have to be to rent a car in Chester?
In most cases, you need to be 21 years of age and over in Chester. It's worth noting that most companies will charge extra fees for young drivers. Read the fine print before you book your ride, as rules may differ between rental car providers. Bear in mind that if you're planning to rent a specialty vehicle or a large car like a premium SUV, drivers may need to be older than 21.
What do you need to rent a car in Chester?
Your driver's license and a credit card in the same name are two essentials. Opting out of the company's insurance plan? If that's the case, you may need proof of your own coverage. The requirements may differ between providers, so have a thorough read of your policy.
What is the cheapest car rental in Chester?
According to prices found within the past seven days, the lowest daily rate for a rental vehicle in Chester was . The next best deal was per day. 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?
You can. Expedia partners with quality providers that offer weekly and monthly rentals for many car categories. Snap up one of our long-term car rental deals and explore every part of Chester — or far beyond!
Where can I find a Chester car rental if I am younger than 25?
Age policies differ between rental suppliers, so be prepared to do a little shopping around. Managed to find a Chester supplier that does rent to drivers under 25? That's great! Just take note that an extra charge often applies to drivers between the ages of 21 and 24. The terms and conditions of each rental car you're looking at should have all the information you need.
What insurance should I choose for my car rental in Chester?
You'll want to have collision protection to safeguard your Chester car rental against theft, accident damage and vandalism. And with Expedia, you can purchase this insurance for your vehicle during the booking process. Covering primary physical damage of up to $35,000, it also offers 24/7 emergency help and no deductible should you need to make a claim. Plans changed? If you cancel your insurance before your scheduled collection time, you'll receive a 100 percent refund.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
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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 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.