Gaiole

Gaiole, officially known as Gaiole in Chianti, is a comune in the province of Siena, Tuscany, central Italy. It lies on the southern slopes of the Chianti hills, approximately 30 kilometres southeast of Siena and 50 kilometres north of Florence. The municipality covers an area of around 115 square kilometres and includes several frazioni such as Vignano, Lucignano d’Asso and San Regolo. As of the most recent census, the population numbers just over 2 000 inhabitants, reflecting a low‑density rural community.

The town’s origins date to the Middle Ages, when it formed part of the Castello di Gaiole, a fortified settlement governed by the influential Pannocchieschi family. In the 14th century Gaiole became part of the Republic of Siena, and later, after the unification of Italy, it was integrated into the province of Siena. The historic centre retains its medieval street plan, with the 13th‑century San Michele Arcangelo church and the Palazzo Comunale as notable landmarks. The surrounding landscape is characterised by vineyards, olive groves and chestnut woods, contributing to the local economy, which is based on agriculture, wine production and agritourism.

Gaiole is situated along the historic Via Francigena, attracting walkers and cyclists. The town hosts annual events such as the Festa della Castagna (Chestnut Festival) and participates in the Chianti wine route, promoting regional wines, particularly the Chianti Classico DOCG. Its modest size, heritage architecture, and scenic setting make Gaiole a representative example of rural Tuscan culture.