The best way to explore the elegant historic center is to walk through Porta al Prato, in the lower part of the city, then follow the street that leads to the top of the hill, where you’ll find Piazza Grande, also the epicenter of countless cultural events of international significance. Here you find a succession of imposing Renaissance palaces, artisan workshops and churches with splendid façades and interiors that are even more beautiful and fascinating.
Be sure to check out the impressive tower and Gothic-style façade of the Palazzo Comunale (City Hall). Across from the Palazzo Comunale stands the Montepulciano Cathedral, a late 16ᵗʰ-century design by Ippolito Scalza featuring a Latin cross plan divided into 3 naves. Inside, it houses important works of art by masters such as Taddeo di Bartolo, Michelozzo di Bartolomeo and Andrea Della Robbia.
In the center of the village, the Church of Sant’Agostino is well worth a visit. This 13ᵗʰ-century building bears travertine façade partly designed by Michelozzo di Bartolomeo in the early 1400s, combining Gothic and Renaissance elements to create a harmony between the structure’s verticality and horizontal rhythm.
Just below the city walls, you can admire the Temple of the Madonna di San Biagio, a Renaissance work by Antonio da Sangallo the Elder. The travertine church stands in the center of a large, flat meadow that exalts its majesty. The Madonna di San Biagio, with its Greek cross plan, central dome and semicircular apse, is flanked by 2 bell towers and is considered a supreme example of Renaissance architecture, so much so that Michelangelo drew inspiration from it when designing what would become his plans for the construction of Saint Peter’s Basilica in Rome.