$115 Car Rental Windsor, WI

Reasons to book a car rental in and around Windsor

Renting a car in Windsor provides the freedom and flexibility to explore the city and its surroundings at your own pace. With a rental vehicle, you can easily manage your luggage and adjust your travel plans as needed, making it an ideal choice for families, business travelers, and those seeking city-themed experiences. Key attractions such as Capitol Square and State Street Shopping are located only 10 miles away, while the scenic Lake Mendota, perfect for outdoor and romantic experiences, is just 9 miles from Windsor. Additionally, you can conveniently visit nearby cities like De Forest, which is 3 miles away, and Madison-Hotels.0-n6338152-0.Travel-Guide-Filter-Hotels >Token Creek, also 3 miles away, both featuring attractions like the Pink Elephant and access to the same popular sites. Having a rental car ensures you can explore these destinations without the constraints of public transportation, allowing you to make the most of your visit to the vibrant region around Windsor. Whether you plan to enjoy cultural experiences or simply soak in the beautiful scenery, a rental car enhances your travel experience.

Where to stay around Windsor

• Windsor: Located within the vibrant city of Madison, Windsor serves as a convenient base for exploring both urban and outdoor activities. With easy access to attractions such as Capitol Square and Lake Mendota, visitors can enjoy a mix of cultural experiences and scenic views. The area also features various restaurants and breweries for dining options, making it an ideal spot for family and city-themed vacations.
• De Forest: A mere 3 miles from Windsor, De Forest offers a family-friendly atmosphere with a focus on outdoor recreation. The city is home to shopping centers and recreational areas, providing plenty of opportunities for relaxation and leisure. Key attractions like the Pink Elephant statue and nearby lakes enhance the cultural experience, making De Forest a great choice for those looking to explore local landmarks while enjoying nearby food and drinks options.
• Sun Prairie: Located 7 miles from Windsor, Sun Prairie is perfect for travelers seeking a blend of family, city, and business-themed experiences. The area features shopping malls and educational venues, alongside attractions such as Angell Park Speedway for motorsports enthusiasts. Dining options range from local restaurants to wineries, offering a taste of the region's flavors while being close to highlights like the Sun Prairie Historical Library and Museum.

10 tips to save on your car rental in and around Windsor

1. Use filters to find the right car: Refine your search by vehicle type and features. Whether you're looking for an SUV for added space, a convertible for summer drives, or an economy car for savings, utilize the filters on Expedia to discover the perfect match for your journey.
2. Book in advance to help lower costs: Rental prices vary based on demand, so it's advisable to reserve your car well ahead of your trip. By booking early, you're more likely to secure lower rates and enjoy better availability, especially during peak travel seasons.
3. Consider a smaller car for savings: Compact cars are typically less expensive to rent and easier to park in crowded areas. Mid-size vehicles strike a good balance between affordability, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and specific vehicle types—such as SUVs or premium models—might be unavailable. This can also apply to renters over 70. Always verify the age restrictions before making a reservation.
5. Check fuel policies: Some rentals implement a full-to-full fuel policy, meaning you must return the car with a full tank to avoid extra charges. This is generally the best choice. Other options may include full-to-empty or prepaid fueling, which is acceptable as well—just ensure you return the car with an empty tank in that case.
6. Save on city and airport pickups: You may incur a surcharge for picking up your rental car at airports, but the added convenience might make it worthwhile.
7. Know your payment options: Many car rental companies primarily accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides you with peace of mind in case something unforeseen occurs during your trip. Adding car rental insurance when booking through Expedia is a straightforward process.
9. Consider unlimited mileage: If you plan on taking long road trips, seek out rentals that offer unlimited mileage to prevent additional charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Windsor

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Windsor into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Windsor and provide you with a list of the cheapest options, with no added fees.

Renting a car in Windsor

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Windsor. 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 Windsor

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $115.

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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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 2026

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

• Compact car rentals    
• Convertible car rentals    
• Economy car rentals    
• Fullsize car rentals    
• Luxury car rentals
• Midsize car rentals    
• Mini car rentals    
• Minivan rentals    
• Pickup car rentals    
• Premium car rentals
• Sportscar rentals    
• Standard car rentals    
• SUV rentals    
• Van rentals