Car Rental Winchester, VA

Search and Compare from Car Companies in Winchester

Compare car suppliers to unlock big savings, and package your flight, hotel, and car to save even more.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.Opens in a new window

Enjoy maximum flexibility with penalty-free cancellation on most car rentals.

Frequently asked questions

What happens if I need to cancel my Winchester car reservation?
Canceling a booking at least six hours before pickup should allow for a complete refund. But this is not always a given. It's good to check your booking details and cancellation policy. Still can't find the answer? Head over to our Customer Service Portal.
What types of cars can I rent in Winchester?
Crowded city streets and tight parking spaces are no bother for an economy car — the most commonly booked rental type in Winchester. Hop behind the wheel of one of these and navigate traffic effortlessly. Affordable, reliable and good on gas, these small rides pack plenty of punch. But Winchester can be explored in almost any type of rental you like. Compacts, premiums and SUVs are among your options.
Where can I go on a road trip from Winchester?
There are many exciting adventures to be had in Winchester, but head farther afield and you'll find more sightseeing magic. Grab a set of wheels and you can wander around the greater area at your own pace. Add these awesome destinations to your list:

  • Head to Richmond for a fantastic sightseeing experience. Approximately 193 kilometers from Winchester, it's home to loads of amazing attractions like Richmond Raceway.
  • Approximately 105 kilometers away, Washington is also a favorite with wanderers. Make time to get to White House while you're here. It's one of the reasons people love staying a while in this vibrant city.
  • Longwood Gardens is about 225 kilometers from Winchester and is one of the region's most gorgeous nature spots. Go for a walk around and enjoy the fresh air.

How do I find the best car rental deals in Winchester with Expedia?
Expedia makes it quick and easy to compare prices, offers and rental companies, and to check customer reviews. Combine your Winchester car rental with hotel or flight bookings and you can save even more.
How old do you have to be to rent a car in Winchester?
In Winchester, the rule is 21 years of age and over. Most outlets will charge additional fees for young drivers, which can differ based on the rental location. Rental agreements for young drivers may restrict certain vehicles, such as large SUVs, and require inclusive insurance to be taken out. Be sure to read the fine print carefully before choosing your wheels.
What do you need to rent a car in Winchester?
While terms and conditions can differ between rental car outlets, the two key things you'll need are your driver's license and a credit card in the same name. You don't need to take out insurance with your rental company. However, proof of your own coverage may be required.
Can I rent a car for a month or longer in Winchester?
Expedia makes it a breeze to score a long-term car rental in Winchester. Simply click through to our long-term car rental deals page, enter your preferences and explore your possibilities.
Where can I find a Winchester car rental if I am younger than 25?
Some Winchester providers will rent to drivers under 25, and others won't. Policies differ between suppliers, so you'll need to do your homework. Also, find out if there are any additional costs. Some places will pass on a surcharge to young customers between 21 and 24. Always check the terms and conditions to avoid any nasty surprises.