Montepulciano is a medieval and Renaissance hill town and comune in the Italian province of Siena in southern Tuscany. It sits high on a 605-metre (1,985 ft) limestone ridge, 13 kilometres (8 mi) east of Pienza, 70 kilometres (43 mi) southeast of Siena, 124 kilometres (77 mi) southeast of Florence, and 186 kilometres (116 mi) north of Rome by car.
Montepulciano is a major producer of food and drink. Renowned for its pork, cheese, "pici" pasta, lentils, and honey, it is known worldwide for its wine. Connoisseurs consider its Vino Nobile, which should not be confused with varietal wine merely made from the Montepulciano grape, among Italy's best.
According to legend, it was founded by the Etruscan King Lars Porsena of Chiusi; recent findings prove that a settlement was already in existence in the 4th-3rd centuries BC. In Roman times it was the seat of a garrison guarding the main roads of the area.
After the fall of the Western Roman Empire, it developed as a religious center under the Lombards. In the 12th century it was repeatedly attacked by the Republic of Siena, which the Poliziani faced with the help of the Perugia and Orvieto, and sometimes Florence, communes.
The main street of Montepulciano stretches for 1.5 kilometres (0.9 mi) from the Porta al Prato to the Piazza Grande at the top of the hill. The city is renowned for its walkable, car-free nature.
The walls of the city date to around the 14th century.