The road's namesake, Wilson Dance Cosby, was a local resident who worked thirty-five years as a county school bus driver.

[4] In 2015, Cosby was named a National Blue Ribbon School.

In 2012, they won the Wells Fargo Cup, which honors the VHSL high school with the most prominent athletic department on the state level.

[6] The CHS Titan Marching Band has been named a Commonwealth of Virginia Honor Band in the past and is a 13 time consecutive holder of this title.

[8] The school also has two competitive show choirs, the mixed-gender "Spotlight" and the all-female "Rhapsody".