$49 Car Rental Winchester, KY

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Top Car Deals in Winchester

Wed, May 1 - Sat, May 4

Standard

Chevrolet Cruze or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Chevrolet Cruze

$49

per day
found 5 hours ago
Standard Chevrolet Cruze
Wed, May 1 - Sat, May 4

Economy

Chevrolet Spark or similar
  • 4 people
  • Unlimited mileage
Lexington, Kentucky, USA
Chevrolet Spark

$49

per day
found 5 hours ago
Economy Chevrolet Spark
Wed, May 1 - Sat, May 4

Compact

Nissan Versa Note or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Nissan Versa Note

$50

per day
found 5 hours ago
Compact Nissan Versa Note
Wed, May 1 - Sat, May 4

Midsize

Toyota Corolla or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Toyota Corolla

$50

per day
found 5 hours ago
Midsize Toyota Corolla
Wed, May 1 - Sat, May 4

Fullsize

Chevrolet Malibu or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Chevrolet Malibu

$51

per day
found 5 hours ago
Fullsize Chevrolet Malibu
Wed, May 1 - Sat, May 4

Special

Managers Special or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Managers Special

$60

per day
found 5 hours ago
Special Managers Special
Thu, May 2 - Sun, May 5

Premium Pickup Regular Cab

Ford F150 or similar
  • 4 people
  • Unlimited mileage
Lexington, Kentucky, USA
Ford F150

$65

per day
found 8 hours ago
Premium Pickup Regular Cab Ford F150
Sun, Apr 28 - Wed, May 1

Luxury

Audi A4 and BMW 3 Series or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Audi A4 and BMW 3 Series

$81

per day
found 6 hours ago
Luxury Audi A4 and BMW 3 Series
Sun, Apr 28 - Wed, May 1

Fullsize Elite Special

Audi A5 Sportback or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Audi A5 Sportback

$85

per day
found 6 hours ago
Fullsize Elite Special Audi A5 Sportback
Wed, May 1 - Sat, May 4

Standard Elite SUV

Chevrolet Traverse or similar
  • 7 people
  • Unlimited mileage
Lexington, Kentucky, USA
Chevrolet Traverse

$98

per day
found 5 hours ago
Standard Elite SUV Chevrolet Traverse
Wed, May 1 - Sat, May 4

Mini Van

Chrysler Pacifica or similar
  • 7 people
  • Unlimited mileage
Lexington, Kentucky, USA
Chrysler Pacifica

$121

per day
found 7 hours ago
Mini Van Chrysler Pacifica
Wed, May 1 - Sat, May 4

Premium Elite SUV

Bmw X3 or similar
  • 5 people
  • Unlimited mileage
Lexington, Kentucky, USA
Bmw X3

$121

per day
found 5 hours ago
Premium Elite SUV Bmw X3

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Frequently asked questions

How much is a rental car per day in Winchester?
Motoring around Winchester doesn’t have to drain your savings, with daily car rental prices starting at just $49 within the past seven days.
Can I rent a car from Blue Grass Airport (LEX)?
Enterprise and Dollar are within a short commute of Blue Grass Airport (LEX). After touching down, it won’t be long before you’re hitting the open road.
What happens if I need to cancel my Winchester car reservation?
Our Customer Service Portal has details about cancellations. In almost all situations, full refunds are provided if a prepaid rental is canceled a minimum of six hours before pickup. Be sure to read your policy to double-check if there are any exceptions.
What types of cars can I rent in Winchester?
Consider renting a full-size car. Whether it’s because of their large interiors or comforts like heated seats, they’re the preferred rental category in Winchester. Bigger than a standard car, five adults will comfortably fit in a full-size. You can always go smaller, though. Compact and economy rides are great for cruising around cities. Want to do it in style? Choose a premium rental.
Where can I go on a road trip from Winchester?
Winchester has plenty to keep you busy, but don’t limit yourself to just one place. Book a set of wheels and hit the road to see what’s in the surrounding area. Here are some great options:

  • Make your way to Louisville for an excellent sightseeing experience. Around 90 mi from Winchester, it has tons of cool attractions such as Churchill Downs.
  • Next stop? Consider Cincinnati, which is around 80 mi away. Paycor Stadium is one local draw card you really shouldn’t miss.
  • Find your way to Ijams Nature Center to reconnect with nature. Pack a picnic to enjoy or just chill out in the fresh air. From Winchester, it’s about 140 mi away.

Why should I rent a Winchester car with Expedia?
With our exclusive offers, member discounts and terrific range of rental companies, finding the best wheels at the perfect price is a cinch with Expedia. Compare vehicles from up to suppliers in Winchester. Plus, when you bundle your rental car with your hotel and flights, you’ll make even bigger savings with our convenient package deals.
How do I find the best car rental deals in Winchester with Expedia?
Nabbing the best deal on your Winchester rental car is a breeze with Expedia. Choose your preferred ride, add in a few more details and compare prices across major suppliers. Why not add flights and hotels to your booking? You’ll get access to even bigger savings when you combine your bookings into a package.
How old do you have to be to rent a car in Winchester?
Drivers aged 21 and above can go road-tripping around Winchester in a rental vehicle. If you’re a young renter, a daily surcharge applies. You’ll usually be limited to a few car categories, such as economy and compact, and may also be required to purchase an all-inclusive insurance rate. Be sure to enter the correct age of the primary driver when booking to learn if any extra fees or restrictions apply.
What do you need to rent a car in Winchester?
Renting a car in Winchester is a breeze. Normally, all you’ll need is a current driver’s license and a credit card. After settling on a great set of wheels, read your policy to ensure there are no extra requirements before pickup.
What is the cheapest car rental in Winchester?
Based on prices within the past seven days, you could’ve taken the wheel of your own rental car for just $49 per day. The second lowest daily rate offered in Winchester was $50. 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 good news is companies often offer lower rates the longer your rental term. Look up our long-term car rental deals in Winchester and drive away with an unbeatable bargain.
Where can I find a Winchester car rental if I am younger than 25?
This will depend on the rental car companies that operate in Winchester. They often have different policies when it comes to minimum ages. If you’ve found a place that does cater to drivers under 25 years of age, be aware that additional costs may apply. Conduct some research into what those charges could be before booking your rental car.
What insurance should I choose for my car rental in Winchester?
A comprehensive insurance plan is a smart choice for your Winchester trip. That’s why we recommend adding collision protection while organizing your rental car with Expedia. This covers your vehicle from theft, vandalism and collision damage. Some destinations may require a minimum level of liability insurance. This might be included in your rental cost or your own auto insurance, so check what you’re covered for and if you need it.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$49
 
Our second best deal of the day
$50
 
Our third best deal of the day
$51
 
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 $49.

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.

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Car classes available from Expedia in 2024

The classes of vehicles available will change depending on your chosen location.