Places to Visit in Siena Province

Among Tuscany’s provinces, Siena best embodies the region’s stereotype—rolling hills, vineyards, cypress-lined avenues and charming medieval villages where you can savour authentic local cuisine.

Siena province is expansive, comprised mostly of small rural hamlets and not particularly well-served by major transport links. This gives it a unique, timeless charm that particularly appeals to foreign visitors, who compete to capture the perfect sunset shot of the Tuscan countryside.

Among the numerous attractions in Siena province, special mention goes to the Val d’Orcia and its villages, including Castiglione d’Orcia, San Quirico d’Orcia and Pienza.

Siena province caters to all types of holiday. Wine enthusiasts shouldn’t miss a visit to Montalcino and Montepulciano, whilst those seeking thermal spas and relaxation will be spoilt for choice between Chianciano Terme, Bagno Vignoni, Bagni di Petriolo and Bagni di San Filippo.

Relatively close to Siena’s centre lie two magnificent medieval villages not to be missed: San Gimignano, famous for its soaring towers, and the tiny Monteriggioni, completely walled. The Upper Valdelsa area is also worth exploring, featuring Colle Val d’Elsa and Poggibonsi.

Finally, don’t leave Siena province without exploring the Chianti region. This celebrated area, shared between Siena and Florence, boasts distinctive landscapes and excellent wines. Visit its castles too, notably those of Meleto, Tornano and Brolio, and stop for a glass of wine in the historic town centres of Gaiole in Chianti, Castellina in Chianti and Radda in Chianti.