$54 Enterprise Car Rentals in Winchester

Pick-up and drop-off

Same as pick-up

Pick-up time

Drop-off time

Driver under 30 or over 70 years old

Young or senior drivers may be required to pay an additional fee.

Include AARP member rates

Membership is required and verified at pick-up.

I have a discount code

Preferred brand

Change your mind
Penalty-free cancellation on many/select car rentals
Treat yourself
One Key members save 10% or more on over 1 million car rentals
Learn about One Key
Shop smart
Compare car suppliers and package your flight, hotel, and car to save

Find Cheap Enterprise Rental Deals in Winchester

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

Compact 2/4Door Car

Nissan Versa or similar

5 people
Unlimited mileage

Muncie, Indiana, USA

$54

includes taxes & fees

$48 per day

found 0 minutes ago

Economy 2/4Door Car

Mitsubishi Mirage or similar

4 people
Unlimited mileage

Muncie, Indiana, USA

$54

includes taxes & fees

$48 per day

found 0 minutes ago

Special Special

Compact or larger - Vehicle determined upon pick-up

5 people
Unlimited mileage

Richmond, Indiana, USA

Compact or larger - Vehicle determined upon pick-up

$54

includes taxes & fees

$48 per day

found 0 minutes ago

Midsize 2/4Door Car

Toyota Corolla or similar

5 people
Unlimited mileage

Muncie, Indiana, USA

$56

includes taxes & fees

$50 per day

found 0 minutes ago

Don't see what you're looking for?

See all car rentals in Winchester

View all cars

At Expedia, we are proud to work with Enterprise due to their history of superior customer service as well their large fleet of premier vehicles. Start browsing through the great selection of rental cars by entering your search preferences into our online booking wizard and sorting through everything from spacious SUVs to compact luxury cars. Meaning, whether you need an economy car for a quick business trip or a roomy vehicle to fit the entire family on a long road trip, we’ve got you covered. And, what’s more, we always offer Enterprise Winchester cars at the lowest possible prices. Our prices on Enterprise rentals in Winchester can’t be beat. Get started and peruse our myriad of cheap deals and discounts on rental cars for your time in Winchester today.

Enterprise Car Rental Information

Car Supplier:	Enterprise
Price:	from $54
From the airport to your hotel:	Airport Transportation
From popular domestic and international airports:	Airport Car Rentals

Frequently asked questions

What type of car can I rent in Winchester with Enterprise?

Providing plenty of choice, it's a breeze to find the perfect car rental with Enterprise. Whether you're looking for a compact car for city driving, a cheap vehicle for a budget-friendly road trip or a larger sedan with lots of room for your bags (and the kids!), Enterprise has everything covered. You can easily explore Winchester and popular attractions like Winchester Speedway or Winchester Golf Club.

How can I get a cheap Enterprise rental car in Winchester with Expedia?

Find cheap Enterprise rental cars in Winchester by entering your trip details and selecting the "Car type" filter on the left-hand side. Want a zippy urban cruiser or a spacious SUV? Tailor your options further by capacity, traveler ratings and more — and as soon as you see a superb rate, grab it!

How much does it cost to rent a car with Enterprise in Winchester?

The cost of a cheap Enterprise rental car in Winchester with Expedia will differ based on the size of vehicle you choose and when you travel. Get an estimate of the total price of a cheap Enterprise rental car by entering your trip dates and clicking on the "Great Deal" filter. Whether you want a midsize ride or a passenger van, prices typically go up closer to the date, so book early to get a wallet-friendly deal.

Why should I rent an Enterprise vehicle through Expedia?

Discover more when you rent a car with Enterprise. From unbeatable deals and a variety of vehicle types to convenient pickup and drop-off outlets, find a ride to fit your needs with our car rentals in Winchester. Plus, when you join our free One Key™ rewards program, you can earn OneKeyCash™* to spend on activities, flights, hotels and more on Expedia, Hotels.com and Vrbo.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

What happens if I need to cancel my Enterprise rental car reservation?

When you book your rental car with Enterprise on Expedia, you'll see there are lots of deals that are free to cancel within your cancellation deadline. This means that you won't lose your money if there's a last-minute change to your vacation plans. We recommend filtering by "Free cancellation" to select from the most flexible Enterprise rental cars.