Castellina in Chianti lies in a heavily wooded area, one that is littered with remains from the Etruscan civilisation. Numerous finds have been dug up around here, confirming the presence of human settlement since at least the seventh century BC: after all, Castellina was a crossroads between the Etruscan towns on the coast (Vulci, Vetulonia and Roselle) and those further north and inland. With links to the Adriatic, these latter centres connected the peninsular to the East.
Among these finds, one that we absolutely must mention is the Tumulo di Montecalvario, just outside Castellina. Made up of four tombs, arranged on the points of the compass, this tumulus has been known since the sixteenth century: as a result, it has been subject to centuries of depredation and robbed of nearly all its treasures. Nonetheless, excavations in 1915 unearthed iron and bronze decorations that once adorned a war chariot.
Further north, towards San Donato in Poggio, you can see an ancient acropolis which still has a functioning water well. A little necropolis grew up around Poggino, which contains funereal effects and objects from the sixth century BC.
A great many archaeological finds are kept in the Antiquarium, which is located inside the sixteenth-century town fortress of Montecalvario. It seems that the area, before being occupied by the Romans, was briefly abandoned in the first century BC as the result of a devastating fire.
Finally, the parish church of Sant'Agnese in Chianti - which stands in the nature reserve of the same name - is very interesting, having been largely rebuilt after sustaining damage in the Second World War. Of the original medieval building we still have the formidable bell tower, which probably started life as a guardtower; and inside we find an image of the Madonna and Child with saints by Bicci di Lorenzo.