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The city of Castellina in Chianti is located atop a hill at the crossroads of important roads that cross the Arbia, Elsa and Pesa valleys. Set along the Chiantigiana road that connects Florence to Siena, it is one of the most important destinations in Chianti. It is a small city and there while there isn't that many things to see and do, we recommend a stop here to enjoy a nice walk along the main street, always crowded and with a long history. The city's origins go back to Etruscan times and came under Florentine control starting in the 12th century when it became an important outpost due to its strategic position between Florence and Siena. It was destroyed and rebuilt many times during the battles between the two cities and every time the town was reconstructed with bigger defensive walls. Legend has it that even Brunelleschi was asked to work on the project of new walls for the town.

The city of Castellina in Chianti is located atop a hill at the crossroads of important roads that cross the Arbia, Elsa and Pesa valleys. Set along the Chiantigiana road that connects Florence to Siena, it is one of the most important destinations in Chianti. It is a small city and there while there isn't that many things to see and do, we recommend a stop here to enjoy a nice walk along the main street, always crowded and with a long history. The city's origins go back to Etruscan times and came under Florentine control starting in the 12th century when it became an important outpost due to its strategic position between Florence and Siena. It was destroyed and rebuilt many times during the battles between the two cities and every time the town was reconstructed with bigger defensive walls. Legend has it that even Brunelleschi was asked to work on the project of new walls for the town.