Car Rental Wintergreen Resort, VA

These Wintergreen Resort insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: September 3, 2026.

Reasons to book a car rental around Wintergreen Resort

Renting a car around Wintergreen Resort provides the freedom and flexibility to explore the stunning surroundings at your own pace. With convenient luggage management, you can easily transport your gear, especially if you plan to hit the slopes or hike the beautiful trails. Not far from the resort, you'll find key attractions like Rockfish Gap Entrance Shenandoah and Crabtree Falls, both located 9 miles away, perfect for outdoor adventures and picturesque views. For a quick outing, Raven's Roost Overlook is just 1 mile away, offering a romantic lookout for stunning scenery. A rental car also allows you to visit nearby cities such as Waynesboro, 11 miles away, where you can explore the Wildlife Center of Virginia and the Shenandoah Valley Art Center. In addition, you'll find Wintergreen and Nellysford nearby, both featuring attractions like Walton's Mountain Museum and Crabtree Falls. Whether you're seeking outdoor experiences, romantic spots, or cultural excursions, having a rental car ensures you can easily navigate and enjoy everything the area has to offer.

Top rated car suppliers near Wintergreen Resort

• Enterprise: With a rental location only 11 miles away from Wintergreen Resort, Enterprise is a top choice for travelers seeking convenience. Known for their diverse fleet, you can choose from popular options like Midsize SUVs and Mini Vans, making it easy to accommodate your group and luggage. Their commitment to customer satisfaction ensures a smooth rental experience, allowing you to explore the beautiful surroundings at your own pace.

Where to stay near Wintergreen Resort

• Waynesboro: Located 11 miles from Wintergreen Resort, Waynesboro is a vibrant city ideal for outdoor and adventure enthusiasts. Visitors can explore the scenic recreational areas and ski resorts nearby. Key attractions include the Rockfish Gap Entrance Shenandoah, a national state park perfect for outdoor adventures, and the Wildlife Center of Virginia for eco-friendly experiences. Waynesboro also boasts a variety of food and drink options, including local wineries and breweries, making it a delightful stop for relaxation after a day of activities.
• Afton: Afton, situated 10 miles from Wintergreen Resort, offers a delightful mix of outdoor and skiing experiences. The city is home to ski fields and resorts, making it a great base for winter sports. Notable points of interest include the historic Swannanoa Palace and the Rockfish Gap Entrance Shenandoah, a national state park that provides breathtaking scenery and adventure opportunities. Afton also features nearby wineries and breweries, perfect for unwinding after a day on the slopes or trails.
• Wintergreen: As the location of Wintergreen Resort, this village is a premier destination for skiing and adventure sports. Visitors can enjoy the ski fields and nearby national parks, making it an excellent choice for those seeking an active getaway. Local highlights include Walton's Mountain Museum for a cultural experience and the picturesque Crabtree Falls, ideal for outdoor adventures. Wintergreen offers various wineries and breweries, providing a perfect complement to your stay and a chance to relax after a day of exploring.

10 tips to save on your car rental around Wintergreen Resort

1. Use filters to find the right car: Refine your search by selecting your preferred vehicle type and features. Whether you’re looking for an SUV for added space, a convertible for summer fun, or an economy car for budget-friendly travel, utilize the filters on Expedia to discover the perfect match for your journey.
2. Book in advance to help lower costs: Rental rates can 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 prices and enjoy better availability, particularly during peak 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 offer a great balance of cost, comfort, and fuel efficiency.
4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and certain types of vehicles—such as SUVs or luxury models—might not be available. This can also apply to renters over 70 years old. Always verify the age requirements before finalizing your booking.
5. Check fuel policies: Some rentals operate on a full-to-full fuel policy, meaning you must return the vehicle with a full tank to avoid additional charges. This is typically the most straightforward option. Others may provide full-to-empty or prepaid fueling choices, which can also be convenient. Just remember to return the car empty in that case.
6. Save on city and airport pickups: It’s common to incur a surcharge for picking up your rental car at airports, but the added convenience may justify the cost.
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 peace of mind should anything unforeseen occur during your trip. Adding car rental insurance is easy when booking through Expedia.
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 essential for renting a car.

Best time to rent a car around Wintergreen Resort

The best value period to rent a car around Wintergreen Resort is April, when prices are at their lowest and demand is slightly low. March is also a good option, as it features slightly low prices with average demand. While May sees average prices and demand, June through August typically experience higher prices and moderately high demand, with July being the most expensive month for rentals. September tends to be slightly high in price while demand averages out.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
February	37.2°F (2.9°C)	Light Rain	Mostly Sunny	Moderately Low	Average
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Moderately High	Average
July	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
September	68.0°F (20.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
November	44.8°F (7.1°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly High
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Average	Average