Charlottesville is about 4.6 times smaller than San Francisco.

San Francisco (including the city proper only) is approximately 121 sq km, while Charlottesville is approximately 27 sq km, making Charlottesville 21.93% the size of San Francisco.
Tip: This to-scale comparison of San Francisco vs. Charlottesville uses the Mercator projection, which distorts the size of regions near the poles.
Our free app, MapSize by MyLifeElsewhere — compare any two places, to scale on your mobile device.