$152 Car Rental Wintergreen, VA

These Wintergreen insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 18, 2026.

Reasons to book a car rental in and around Wintergreen

Renting a car in Wintergreen offers the freedom to explore the beautiful village and its surroundings at your own pace. With a rental vehicle, you can easily visit key attractions such as Walton's Mountain Museum, located 13 miles away, or enjoy the natural beauty of Crabtree Falls, just 10 miles from Wintergreen. If outdoor adventures are your interest, Rockfish Gap Entrance Shenandoah is a mere 11 miles away, providing scenic views and recreational opportunities.

A car rental is particularly convenient for families or groups, allowing for easy luggage management and the flexibility to adjust your travel plans on the go. You can also explore nearby destinations like Nellysford, Chestnut Springs, and Treeloft, which offer additional outdoor experiences and attractions. Whether you’re seeking ski adventures, romantic getaways, or simply a chance to enjoy the scenic landscape, having a rental car makes your trip to Wintergreen more enjoyable and stress-free.

Where to stay around Wintergreen

• Nellysford: Nestled in the heart of Wintergreen, Nellysford is an ideal spot for adventure enthusiasts. With proximity to ski resorts and fields, it's perfect for winter sports lovers. During your stay, explore local attractions like Walton's Mountain Museum for a cultural experience, or enjoy the natural beauty at Crabtree Falls. The area also features nearby wineries and breweries, making it a great choice for those looking to unwind after a day of outdoor activities.
• Waynesboro: Located 13 miles from Wintergreen, Waynesboro offers a scenic escape with a focus on outdoor adventures. Visitors can explore the Rockfish Gap Entrance to Shenandoah National Park, ideal for hiking and breathtaking views. The Wildlife Center of Virginia provides an eco-friendly experience, while the Shenandoah Valley Art Center caters to art lovers. After a day of exploring, enjoy the local wine and brewery options to relax and reflect on your adventures.
• Afton: Just 11 miles from Wintergreen, Afton is a charming destination for outdoor enthusiasts and skiers alike. Known for its ski resorts and proximity to the Rockfish Gap Entrance of Shenandoah National Park, Afton serves as a gateway to adventure. Cultural attractions like Swannanoa Palace and the historic Crozet Tunnel add depth to your visit. After a day in the great outdoors, indulge in the local wineries and breweries to savor the region's flavors.

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

1. Use filters to find the right car: Refine your search by selecting vehicle type and specific features. Whether you need an SUV for additional space, a convertible for summer drives, or an economy car for budget-friendly travel, utilizing filters on Expedia can help you identify the best option for your journey.
2. Book in advance to help lower costs: Rental prices can vary based on demand, so it's advisable to reserve your vehicle well ahead of your trip. Booking early often secures lower rates and offers better availability, particularly during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically less expensive to rent and easier to maneuver in crowded areas. Mid-size rentals strike a good balance between cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under the age of 30 may encounter higher deposits or daily fees, and some vehicle types—such as SUVs or luxury models—might not be available. This may also apply to renters over 70 years old. Always verify age requirements prior to booking.
5. Check fuel policies: Some rentals operate under a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is generally the most favorable option. Others may provide full-to-empty or prepaid fueling choices, which are acceptable as well; just ensure you return the car empty in this scenario.
6. Save on city and airport pickups: Picking up your rental car at airports often incurs an extra fee, but the convenience may make it worth it.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides additional peace of mind in case something unforeseen occurs during your trip. Adding car rental insurance while booking with Expedia is simple and straightforward.
9. Consider unlimited mileage: If you’re planning extensive road trips, look for rentals that offer unlimited mileage to prevent extra charges.
10. Bring your driver's license and ID: A valid driver's license is mandatory for renting a car.

Finding the cheapest car rentals in Wintergreen

Using our Search Wizard

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

Renting a car in Wintergreen

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $152.

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 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