$64 Car Rental Chester, VA

These Chester insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 15, 2026.

Reasons to book a car rental in and around Chester

Renting a car in Chester, Virginia, is an excellent choice for those looking to explore the area with freedom and flexibility. With a rental car, you can easily visit key attractions like the Dutch Gap Conservation Area and Henricus Historical Park, both of which offer unique experiences right in Chester. For outdoor enthusiasts, Pocahontas State Park is located just 7 miles away and provides opportunities for scenic adventures. The convenience of a car allows you to manage your luggage easily and adapt your travel plans on the fly, making it ideal for families, business travelers, or anyone interested in city-themed experiences. Additionally, Chester's proximity to Richmond, Bermuda, and Woodvale enables you to explore popular destinations nearby, including the vibrant Broad Street and the serene Maymont Park. Whether you're traveling with family or for business, having a rental car ensures you can enjoy all that Chester and its surroundings have to offer at your own pace.

Most popular car rentals in Chester

• Economy: The Economy car is a popular choice among travelers in Chester, comfortably accommodating up to 5 travelers and 2 medium suitcases. This option is ideal for solo travelers, couples, or families looking to explore the area without the hassle of larger vehicles. With its compact size, navigating Chester’s roads and parking spots becomes much easier, making it a smart and efficient choice for your trip.
• Midsize SUV: The Midsize SUV is perfect for families, couples, or small groups, offering space for up to 5 travelers and accommodating 3 large suitcases. This vehicle provides a balance of comfort and roominess, making it suitable for those who need extra space for luggage or equipment. With its higher clearance and versatility, the Midsize SUV is well-equipped to handle various driving conditions you may encounter in and around Chester.
• Standard SUV: If you’re traveling with a group or family, the Standard SUV is a fantastic option. It can carry up to 5 travelers and has room for 2 medium suitcases. This car type strikes a great balance between comfort and practicality, making it an excellent choice for couples, families, or groups who require a bit more space. The Standard SUV provides flexibility for your travel plans while ensuring everyone can travel together without feeling cramped.

Top rated car suppliers in Chester

• Budget: Budget has one rental location in Chester, making it a convenient choice for travelers. Known for its popular selections, the most booked vehicles include Midsize SUVs and Fullsize cars. This supplier provides a reliable option for those looking to explore Chester and its surroundings with ease.
• Enterprise: With one rental location in Chester, Enterprise is favored for its excellent customer service and flexibility. Travelers frequently opt for Midsize SUVs and Mini Vans, which are ideal for families or larger groups. Enterprise ensures a smooth rental experience, allowing you to focus on enjoying your trip.
• Avis: Avis operates a single rental location in Chester, offering a solid selection for travelers. Midsize SUVs and Standard SUVs are the most popular choices among customers, providing ample space and comfort for your journey. Avis is known for its efficient service, making it a great option for those looking to explore the area.

Where to stay around Chester

• Chester: Situated in Richmond, Chester offers a convenient base for travelers looking to explore the vibrant local attractions. With a family-friendly atmosphere, visitors can enjoy nearby Richmond Raceway for motor racing excitement and Maymont Park for a serene garden experience. The area is well-served with dining options, including restaurants and wineries, making it an ideal choice for those seeking a blend of activity and relaxation.
• Chesterfield: Located just 4 miles from Chester, Chesterfield is perfect for families and outdoor enthusiasts. This city features the beautiful Pocahontas State Park, ideal for outdoor adventures and scenic views. With numerous shopping centers and recreational areas, Chesterfield offers ample opportunities for leisure and family activities. The proximity to Richmond also means easy access to more dining and entertainment options.
• Petersburg: About 9 miles from Chester, Petersburg is a city rich in history and culture. Visitors can explore the Pamplin Historical Park and the National Museum of the Civil War Soldier, making it a great destination for those interested in American history. With a selection of wineries and distilleries nearby, Petersburg also provides excellent options for food and drink, making it a well-rounded choice for families and culture seekers alike.

10 tips to save on your car rental in and around Chester

1. Use filters to find the right car: Refine your search by selecting vehicle types and features. Whether you're looking for an SUV for added space, a convertible for summer drives, or an economy car for budget-friendly travel, utilize the filters on Expedia to discover the best option for your journey.
2. Book in advance to help lower costs: Rental rates can vary depending on demand, so it's advisable to reserve your car well ahead of your trip. By booking in advance, you’re likely to secure lower prices and enjoy a wider selection, especially during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically more affordable to rent and easier to park in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily surcharges, and certain vehicle types—such as SUVs or premium models—might not be available. This can also apply to renters over 70 years old. Always verify the age requirements prior to booking.
5. Check fuel policies: Some rental agreements require a full-to-full fuel policy, meaning you must return the car with a full tank to avoid extra fees. This is often the most economical choice. Other options might include full-to-empty or prepaid fuel plans, which are acceptable as well; just ensure you return the car with an empty tank in that case.
6. Save on city and airport pickups: Picking up your rental car at airports usually incurs a surcharge, but the convenience may justify the extra cost.
7. Know your payment options: Most car rental companies primarily accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind in case something unforeseen occurs during your trip. Adding car rental insurance is simple when booking through Expedia.
9. Consider unlimited mileage: If you plan to take long road trips, look for rental options that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Best time to rent a car in and around Chester

The best time to rent a car in and around Chester is January and February, when prices and demand are both slightly low, offering great value. March and May can also be good options, with average prices and demand. However, July tends to be the most expensive month, with high demand for rentals. June and August also see slightly high prices and demand, making those months busier times to secure a vehicle.

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 from $64.

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 2026

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

• Compact car rentals    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals