Winchester Car Rental

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

Frequently asked questions

Can I rent a car from Roseburg, OR (RBG-Roseburg Regional)?
Make a speedy getaway from Roseburg, OR (RBG-Roseburg Regional) and rent a car from Enterprise. This car rental outlet is a short commute from the terminal.
What happens if I need to cancel my Winchester car reservation?
If you have to switch up your plans, almost all bookings qualify for a total refund. Just let us know more than six hours before the pickup time. Check your agreement for any exceptions. Your itinerary will have more details, or you can visit our Customer Service Portal for more information.
What types of cars can I rent in Winchester?
Crowded city streets and tight parking spaces are no issue for an economy car — the most commonly booked rental type in Winchester. Slide behind the wheel of one of these and navigate traffic easily. Reliable, affordable and with terrific mileage, these small rides pack a punch. But Winchester can be explored in almost any sort of rental you like. Compact, full-size and premium vehicles are among your options.
Where can I go on a road trip from Winchester?
When you've visited all of the amazing sights in Winchester, there's loads more to explore in the region. Pick up the keys to a rental car, throw your bags in the trunk and get out on the open road. We've come up with some drives we think you'll love:

  • You'll discover Autzen Stadium and many more intriguing attractions in Eugene. From Winchester, it's 88 kilometres away.
  • Your next stop? Make it Bend, which is around 193 kilometres away. Old Mill District is one local hot spot you shouldn't miss.
  • Spend time in the outdoors and take in the serenity at Portland Japanese Garden. It's 257 kilometres from Winchester.

How do I find the best car rental deals in Winchester with Expedia?
Browse our wide range of rental cars, check out reviews and compare prices from popular suppliers. In just a few clicks, Expedia will help you nab the best deal on your ride. Got a hotel or flight booking? Add on your Winchester car rental to 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 companies will charge additional fees for young drivers, which can vary depending on the rental location. Rental agreements for young drivers may restrict certain vehicles, such as luxury cars, and require comprehensive insurance. Don't forget to check the fine print before locking in your ride.
What do you need to rent a car in Winchester?
While booking conditions may differ between rental car outlets, the essentials are a valid driver's licence and a credit card in your name. You don't need to take out auto insurance with your rental provider. However, proof of alternative coverage may be required.
Can I rent a car for a month or longer in Winchester?
Yes, and you'll find your ideal wheels on our long-term car rental deals page. Simply enter your trip details and we'll list terrific offers from a range of reputable providers.
Where can I find a Winchester car rental if I am younger than 25?
This will depend on the rental companies operating 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 the age of 25, keep in mind that extra fees may apply. Conduct some research into what those charges could be before picking up the keys to your vehicle.