$68 Car Rental Winchester, MD

Search and Compare from Car Companies in Winchester

I have a discount code

Featured car rental suppliers

Compare from agencies

car suppliers logo

Top Car Deals in Winchester

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

Tue, Dec 9 to Wed, Dec 10

Economy

Hyundai Accent or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Hyundai Accent

$68

includes taxes & fees
$45 per day
found 14 hours ago
Economy Hyundai Accent
Tue, Dec 9 to Wed, Dec 10

Compact

Chevy Spark or similar
  • 4 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Chevy Spark

$68

includes taxes & fees
$45 per day
found 14 hours ago
Compact Chevy Spark
Tue, Dec 9 to Wed, Dec 10

Midsize

Toyota Corolla or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Toyota Corolla

$72

includes taxes & fees
$48 per day
found 14 hours ago
Midsize Toyota Corolla
Tue, Dec 9 to Wed, Dec 10

Special

Dealers Choice or similar
  • 2 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Dealers Choice

$75

includes taxes & fees
$51 per day
found 14 hours ago
Special Dealers Choice
Tue, Dec 9 to Wed, Dec 10

Standard

Kia Soul or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Kia Soul

$79

includes taxes & fees
$54 per day
found 14 hours ago
Standard Kia Soul
Tue, Dec 9 to Wed, Dec 10

Fullsize

Toyota Camry or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Toyota Camry

$80

includes taxes & fees
$55 per day
found 14 hours ago
Fullsize Toyota Camry
Wed, Dec 10 to Thu, Dec 11

Luxury

Chrysler 300 or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Chrysler 300

$156

includes taxes & fees
$55 per day
found 3 days ago
Luxury Chrysler 300
Tue, Dec 9 to Wed, Dec 10

Mini Van

Chrysler Pacifica or similar
  • 7 people
  • Unlimited mileage
Baltimore, Maryland, USA
Chrysler Pacifica

$90

includes taxes & fees
$65 per day
found 14 hours ago
Mini Van Chrysler Pacifica
Thu, Dec 11 to Fri, Dec 12

Premium

Toyota Crown or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Toyota Crown

$100

includes taxes & fees
$71 per day
found 5 days ago
Premium Toyota Crown
Thu, Dec 11 to Fri, Dec 12

Standard Elite Special

Ford Mustang Mach-E or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Ford Mustang Mach-E

$102

includes taxes & fees
$73 per day
found 5 days ago
Standard Elite Special Ford Mustang Mach-E
Thu, Dec 11 to Fri, Dec 12

Midsize Elite Special

Tesla Long Range Model 3 or similar
  • 5 people
  • Unlimited mileage
Hanover, District of Columbia, USA
Tesla Long Range Model 3

$107

includes taxes & fees
$77 per day
found 5 days ago
Midsize Elite Special Tesla Long Range Model 3
Tue, Dec 9 to Wed, Dec 10

Premium Elite SUV

Audi Q5 or similar
  • 5 people
  • Unlimited mileage
Baltimore, Maryland, USA
Audi Q5

$125

includes taxes & fees
$91 per day
found 14 hours ago
Premium Elite SUV Audi Q5
Thu, Dec 11 to Fri, Dec 12

Luxury Elite

Genesis G80E or similar
  • 5 people
  • Unlimited mileage
HANOVER, USA
Genesis G80E

$167

includes taxes & fees
$125 per day
found 5 days ago
Luxury Elite Genesis G80E

Don't see what you're looking for?

See all car rentals in Winchester
View all cars
Lowest prices found within the past 14 hours. Prices and availability subject to change. Additional terms may apply.

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 $68 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 canceled 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 80 miles away.
  • Why not see everything on offer in Alexandria too? Unmissable sights in this happening city include George Washington Masonic National Memorial. Alexandria is 85 miles from Winchester.
  • First Landing State Park is approximately 190 miles 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 license 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 $68 per day. The second lowest daily price on offer in Winchester was $72. 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.
What insurance should I choose for my car rental in Winchester?
For a safe, stress-free getaway, add Expedia's collision damage protection while reserving your rental car. This insurance covers your ride against vandalism, accident damage and theft. It also offers 24-hour emergency support in times of need. Opt in to this plan while finalizing your Winchester ride with Expedia and save money and time at the rental counter.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$68
 
Our second best deal of the day
$72
 
Our third best deal of the day
$75
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Finding the cheapest car rentals in Winchester

Using our Search Wizard

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

Renting a car in Winchester

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $68.

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.

Explore a world of travel with Expedia