Car Rental Winchester

Search and Compare from Car Companies in Winchester

I have a discount code

Featured car rental suppliers

Compare from agencies

car suppliers logo

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

Shop Smart: Compare car suppliers and package your flight, hotel, and car to save

Top Car Deals in Winchester

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

Economy

Chevrolet Spark or similar
  • 4 people
Winchester, Ontario, CAN
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Winchester, Ontario, CAN
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Winchester, Ontario, CAN
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Winchester, Ontario, CAN
Jeep Compass
SUV Jeep Compass

Don't see what you're looking for?

See all car rentals in Winchester
View all cars

Frequently asked questions

How much is a rental car per day in Winchester?
The daily price of rental cars in Winchester within the past seven days was as low as . With your own affordable set of wheels, the sights in and around this destination are easily within your reach.
Can I rent a car from Macdonald-Cartier Intl. Airport (YOW)?
You can rent a set of wheels from Avis, which is within easy reach of Macdonald-Cartier Intl. Airport (YOW).
What happens if I need to cancel my Winchester car reservation?
Scan over your rental policy to be sure, but nearly all prepaid reservations qualify for a complete refund if you advise us at least six hours ahead of pickup. There are some exceptions though. Your booking will have more info, or just jump onto our Customer Service Portal.
Where can I go on a road trip from Winchester?
There's heaps to do in Winchester, but head farther afield and you'll find more sightseeing magic. Book a set of wheels and you can roam around the surrounding region at your leisure. Add these fantastic places to your list:

  • Make your way to Montreal for an excellent sightseeing adventure. Around 90 miles from Winchester, it's home to loads of cool sights such as Notre Dame Basilica.
  • Your next stop? It has to be Kingston, which is around 80 miles away. Kingston Waterfront is one local hot spot you won't want to miss.
  • Find your way to Sandbanks Provincial Park for a day out in nature. Pack a picnic to enjoy or just recharge your batteries in the fresh air. From Winchester, it's 130 miles away.

How do I find the best car rental deals in Winchester with Expedia?
Score an amazing deal with Expedia. Just choose your car type, select your dates and preferred pickup and drop-off locations, and compare offers from all the trusted brands. Make even bigger savings when you combine your Winchester car rental with flight or hotel bookings.
What do you need to rent a car in Winchester?
Most rental companies will require two things — a current driver's license and a credit card in your name. If you'd like to opt out of the provider's insurance plan, proof of other coverage will also likely be needed. Read through your policy so you know what to bring with you to the rental counter.
What is the cheapest car rental in Winchester?
The two lowest daily rates recorded in Winchester within the past seven days were and . Now that's what we'd call a fantastic deal! 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?
Yes, and you'll find your perfect set of wheels on our long-term car rental deals page. Simply enter your trip dates and we'll show you excellent offers from a range of trusted companies.
Where can I find a Winchester car rental if I am younger than 25?
Renting a car if you're under 25 years in Winchester often depends on the rental supplier you select. Some outlets apply a surcharge for drivers between 21 and 24 years old, whereas other companies may not apply any additional costs for this age group. It'd be wise to understand the terms and conditions of your chosen car company to avoid any surprise charges when picking up your keys.
What insurance should I choose for my car rental in Winchester?
It's a wise idea to have collision damage protection to safeguard your Winchester rental car against theft, vandalism and accident damage. And with Expedia, you can easily purchase this insurance for your vehicle at the time of booking. Covering primary physical damage of up to $35,000, it also offers round-the-clock emergency assistance and no deductible should you need to make a claim. Change of plans? If you cancel your policy before your scheduled collection time, you'll get all your money back.
Can I drive in Winchester with my current driver's license?
If you don't have a driver's license issued in Canada, then you'll likely need to apply for an International Driving Permit (IDP) in your home country to be able to rent a car. Please also consider that if an IDP is required, it has no validity on its own. You'll need to show your driver's license from your home country your passport and other forms of identification as well. Lastly, make sure the credit card you used to book the rental vehicle matches the name on your license and passport. Some additional requirements to rent a car internationally are:

  • Age restrictions: You'll need to be 25 or over in many countries to rent a car. If you're younger, it might still be possible to rent a car but you'll have to pay a Young Driver's Surcharge. Additional restrictions may also apply to the types of vehicles you can rent.
  • Driving limitations: Make sure you read the rules and regulations before getting behind the wheel. Usually, you can't cross country borders, drive onto ferries or go off-roading with your rental car.

Car Rental Information

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

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 2025

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia