Winchester Cheap Car Rentals & Car Hire Deals

Compare rent a car rates in Winchester from popular car rental companies

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Explore Winchester with Cheap Car Rentals and Car Hire Deals

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

Economy

Chevrolet Spark or similar
  • 4 people
Winchester, Maryland, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Winchester, Maryland, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Winchester, Maryland, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Winchester, Maryland, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

How much is a rental car per day in Winchester?
Chart your own course in Winchester, with car rental prices starting at just per day. That's based on prices found within the past seven days. With rates like this, it'll be a cinch to find a ride that suits your style.
Can I rent a car from Wilmington, DE (ILG-New Castle)?
Enterprise is a quick commute from the terminal and the only car rental outlet. Lock in your set of wheels as soon as you've set your travel dates to avoid missing out.
What happens if I need to cancel my Winchester car reservation?
We've all been faced with times when plans change. That's why we provide your money back on many prepaid reservations if cancelled at least six hours ahead of pickup. Don't forget to double-check your rental agreement — there are some instances where it's not offered. Can't find anything there? Our Customer Service Portal has more useful information.
Where can I go on a road trip from Winchester?
After you've covered all the fabulous attractions in Winchester, there's loads more to discover in the region. Grab the keys to a rental car, pack your bags in the trunk and hit the road. These are some drives we know you'll enjoy:

  • You'll discover White House and lots more interesting sights in Washington. From Winchester, it's roughly 129 kilometres away.
  • Why not see everything on offer in Alexandria too? Unmissable sights in this happening city include George Washington Masonic National Memorial. Alexandria is 137 kilometres from Winchester.
  • First Landing State Park is approximately 306 kilometres from Winchester and is one of the region's most scenic nature spots. Stretch your legs 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 ratings. Bundle your Winchester car rental with flight or hotel bookings to make even bigger savings.
How old do you have to be to rent a car in Winchester?
Drivers aged 21 and above can hit the road in Winchester in a rental car. If you're a young renter, a daily surcharge will apply. You'll generally be limited to a few car categories, such as economy and mid-size, and may also be required to take out comprehensive insurance. Be sure to enter the correct age of the main driver when booking to learn if any restrictions or surcharges apply.
What do you need to rent a car in Winchester?
Renting a car in Winchester is easy as pie. Generally, all you'll need is a current driver's licence and a credit card in the same name. Once you've settled on your wheels, check your policy to make sure there are no extra requirements prior to pickup.
What is the cheapest car rental in Winchester?
Based on prices found over the past seven days, you could've slid into the driver's seat of your own rental car for just per day. The second lowest daily price on offer in Winchester was . 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 Winchester?
You can, and the terrific news is providers often offer lower rates the longer your rental term. Discover our long-term car rental deals in Winchester and cruise away with a serious bargain.
Where can I find a Winchester car rental if I am younger than 25?
You'll need to look up the age policy of the Winchester rental providers you're considering. If you're under 25 years of age, some companies will charge extra fees. It's best to know this in advance so you can budget accordingly. Every rental car company has its own policies for younger drivers, so do your research.