The first news on the “Castello di Monticiano” are from 1189, when it was subjected to the jurisdiction of the Bishop of Volterra, Ildebrando Pannocchieschi. This was confirmed in 1224 by Emperor Frederick II. The Republic of Siena that, due to the hospitality given by Monticiano to the Ghibelline escaped defeated in the Battle of Benevento (1266), occupied him with weapons and brought down the walls and the fortress of Castelvecchio.
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