Title: $66 Pickup Car Rentals in Winston - Expedia.com ![](https://images.trvl-media.com/place/6124402/03a84aad-e625-4796-9de4-232dc98f87a7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # $66 Pickup Car Rental Companies in Winston - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Find Cheap Pickup Car Deals for Winston \* Price found within the past 6 days. Click for updated prices. Sat, Feb 14 - Sun, Feb 15 ### Premium Pickup Regular Cab Ford F150 or similar or similar - 5 people - Unlimited mileage ![Enterprise](//mediaim.expedia.com/cars/logos/ET.png) Roseburg, Oregon, USA ![Ford F150 or similar](https://mediaim.expedia.com/cars/15/1e5e8f76-968e-45c6-ab89-0f1953159e8b.jpg?impolicy=resizecrop&ra=fit&rh=165&rw=165) #### $66 includes taxes & fees $65 per day found 0 minutes ago [](https://expedia.com/carsearch?olat=43.227279&olon=-123.35366&totalprice=66.03¤cy=USD&date1=2/14/2026&date2=2/15/2026&clientrfrr=CarMarketingLandingPages&tprfrr=66.03&cvrfrr=ET&ctrfrr=PP&piid=AQh3XDzUb4Yaw4cMGaeYnjj7avjCnI7in9MF41jMKsvomAPooyyOGw1detuHMze3R55f-YpgxvYwJ_rZIMugD2QsycJhp3nLifoFwrFjl0_VM&selCC=[%22pickup%22]) ### Don't see what you're looking for? See all car rentals in Winston [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winston,%20Oregon,%20United%20States%20of%20America&dpln=6124402&date1=2/20/2026&date2=2/22/2026&crfrr=defaultFlex&SearchType=Place&selCC=[%22pickup%22]) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=CTG_SPRING_PROMO_6124402) ## FAQs for Pickup Car Rentals in Winston ### Where can I get Pickup car rentals in Winston There are several locations and suppliers offering Pickup car rentals throughout Winston, Oregon. Click around to view the options in the area, compare and find the best deal that’s most convenient for you on Expedia.com. ### How do I get the best deals on Pickup car rentals in Winston with Expedia.com? You can compare the top deals from providers in the area on Expedia.com. Prices may vary depending on travel dates, car type, and pick-up location. Head over to the main [car rentals in Winston](https://www.expedia.com/Car-Rentals-In-Winston.d6124402.Car-Rental-Guide) page to see all available offers and car types. ### What is the cancellation policy for car rentals in Winston? Cancellation policies differ by deal type. There are lots of deals that are free to cancel within your cancellation deadline. A pre-paid Pickup car rental in Winston will most likely be non-refundable. We recommend filtering by “free cancellation” to see the most flexible options. ### Why should I book my car rental on Expedia.com? Expedia.com is your one-stop-shop for all your travel needs. You’ll see a large selection and some of the best deals to find your Pickup rental in Winston. Whether you’re traveling for business or pleasure, whether you’re looking for a short or [long term car rental](https://www.expedia.com/lp/b/car-rental/long-term) we’ve got you covered. Book your car with flights or [hotels in Winston](https://www.expedia.com/Winston-Hotels.d6124402.Travel-Guide-Hotels). We’ll bundle them into a [vacation package in Winston](https://www.expedia.com/Winston.d6124402.Destination-Travel-Guides) with even more discounts. ## Pickup Car Rental Information | Car type: | Pickup | | ------------------------------------------------- | ------------------------------------------------------------------------------------------------------- | | Price: | from $66 | | From the airport to your hotel: | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports: | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## Frequently asked questions ### How can I get a cheap pickup truck rental in Winston with Expedia? ### How much does it cost to rent a pickup truck in Winston? ### How old do you have to be to rent a pickup truck in Winston? ### Why should I rent a pickup truck in Winston? ### How can I rent a pickup truck in Winston? ### Why should I rent a pickup truck through Expedia? ### What happens if I need to cancel my Winston pickup truck rental reservation? ## Explore a world of travel with Expedia - 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