Gaiole in Chianti is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about 40 km southeast of Florence and about 15 km northeast of Siena. Forbes named it number one in its list of "Europe's Most Idyllic Places To Live." Each year in March, a professional bicycle race is held, known as Strade Bianche in reference to the white gravel roads of the Siena region. In October there is a public event, using many of the same roads, for vintage bicycle enthusiasts known as L'Eroica. This starts and finishes in Gaiole including a full week of festivities.

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