Radda in Chianti is a classic Chianti hilltown, surrounded by vineyards. The view from the hilltop, on which the first stones of Radda were laid, engulfs a sea of vineyards that seem to go on to infinity. The local area is full of ancient settlements, and Radda's Etruscan origins are documented by recently discovered archaeological finds.
In the medieval period, Radda formed the base of the Chianti League, a political-military alliance created by the Republic of Florence in 1384 and tasked with safeguarding and presiding over the Chianti area on the Republic's behalf.