$58 Car Rental Chesterfield, VA

Reasons to book a car rental in and around Chesterfield

Renting a car in Chesterfield, Virginia, is a practical choice for travelers looking to explore the region at their own pace. With a rental vehicle, you have the freedom to visit key attractions such as Pocahontas State Park, which offers outdoor adventures and scenic views, right in Chesterfield. You can also easily drive to Maymont Park, located 11 miles away, or enjoy the picturesque James River, also 11 miles from Chesterfield, both ideal for outdoor experiences.

Additionally, the convenience of a rental car allows you to explore nearby destinations like Chester, just 4 miles away, where you can discover sites such as the Dutch Gap Conservation Area and Henricus Historical Park. For families, having a rental car provides ample space for luggage and essentials, making it easier to manage day trips and outings. Whether you are seeking a city-themed experience or outdoor activities, a rental car enhances your travel plans, offering flexibility to enjoy all that Chesterfield and its surroundings have to offer.

Where to stay in and around Chesterfield

• Chester: Located 4 miles from Chesterfield, Chester offers a family-friendly atmosphere with city-themed and business-themed experiences. Visitors can explore attractions such as the historic college university, stadium, and theme park. Popular nearby spots include the Dutch Gap Conservation Area and the Presquile National Wildlife Refuge for nature enthusiasts, as well as Henricus Historical Park for those interested in culture. Chester also has various dining options, including local wineries and breweries, making it a great place to stay.
• Chesterfield Court House: Situated within Chesterfield, Chesterfield Court House is ideal for travelers seeking outdoor and adventurous experiences. With a focus on scenery, this village is home to Pocahontas State Park, perfect for hiking and enjoying nature. Additionally, visitors can explore the historic Castlewood and Maymont Park, a private garden that adds to the area's charm. This location is great for those who appreciate recreation and outdoor activities.
• Hampton Park: Located around Chesterfield, Hampton Park is a vibrant neighborhood suited for families and city-themed experiences. Visitors can enjoy the local shopping centre and recreational areas. Key attractions nearby include Pocahontas State Park for outdoor adventures, Maymont Park for a garden getaway, and Carytown, a lively neighborhood with a variety of shops and eateries. This area is perfect for those looking for both relaxation and urban experiences.

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

Finding the cheapest car rentals in Chesterfield

Using our Search Wizard

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

Renting a car in Chesterfield

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $58.

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 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