Charlottesville is a small city that can easily be explored on foot. Taxis and ride-sharing services are also available if needed. Consider renting a car if you plan to visit wineries outside of the city center. Expect to pay around $10-15 for a taxi or $20-30 for a ride-share service for transportation within the city. Car rentals start at around $40 per day.
If you have more time, consider adding a visit to The Virginia Shop, a store specializing in locally-made products. If you have less time, consider skipping the Monticello Wine Trail and spending more time exploring the city's downtown area.
Charlottesville-Albemarle Airport (CHO) is the main airport serving Charlottesville. It is located about 8 miles from the city center and offers several daily flights to major cities on the east coast.