One of the first mentions of Velika Drenova is from the 14th century, where is said that, knez Lazar Hrebeljanović, used to stop by and drink water from Drenova's springs. Another, much older, source says that ancient Romans glorified Velika Drenova's grapes and wine.
Velika Drenova has a long tradition of men's handball and football teams that play despite harsh weather conditions. The women's handball team, coached by Mutavdzic Branislav Baja, used to be one of the best teams in former SFRJ, but it disbanded some time ago.
Velika Drenova is a birthplace of Dobrica Ćosić, writer and former president of SRJ. A former patriarch of Serbian Orthodox Church German was also born in Velika Drenova.