During the Middle Ages, Radicofani was divided into four villages, each one having own walls and administration. Together, the four villages constituted the community of Radicofani, administered by its Statutes.
The community was closely related to the viticulture that in fact was meticulously regulated in the Statutes of those years (1255 and 1411). The wine production was increased over the centuries up to reach the production of 3000 hectoliters of wine.
The most suitable area for viticulture was called “Valle delle Vigne” and here in the XVII Century was built the little Sanctuary of “Madonna delle Vigne”, whose feast is still celebrated on September 8 of each year.

Connect to this festivity, in 2006 was proposed again the Palio’s race between the four contrade of Radicofani:

CASTELLO
BORGO MAGGIORE
CASTEL MORRO
BONMIGLIACCIO
together with that of
CASTELLO DI CONTIGNANO.

Every year, in the second Sunday of September, after the presentation of the Palio’s prize, the Mass, the extraordinary historical parade with more than hundred walkers on, the drums and the sounds of clarions, the bearers of stretchers with “bigonzi” (old wooden containers used for carrying the grapes) start to run through the winding streets of Radicofani and try to reach the square of “San Pietro” where in front of the old Church the winner is proclaimed.