Travelling north along the Aurelia we come to Montepescali: The town walls and towers (among which the so-called "Fortilizio del Guascone") were restored by the town of Siena in the 16th century. The 12th century Church of S.Stefano and Lorenzo has kept its Romanesque stone facade and inside the remains of the romanesque-gothic structure. On the left wall there is a 15th century fresco of the Assumption of the Sienese school.
From the courtyard in front of the church there is a magnificent view of the coast, the Island of Giglio and the surrounding plains. Of extreme interest is the Piazza del Cassero, the building of the "Rocca" can be recognised by the " Torre dello Orologio" (clock tower).
The present clock is dated 1874; the original one, which was stolen by mercenaries in 1555, is now kept in the Museum of Geneva. In front we see the Palazzo dei Priori with a Romanesque "bifora" facade. Slightly further on stands the 12th century Church of S.Niccolo.
Inside on the left wall there is an interesting series of frescoes from the end of the 14th century depicting stories of the Virgin. Another valuable work of high stylistic quality is the 15th century "pala" or plate of the Madonna on the throne with the Holy Child and Angels and Saints by Matteo di Giovanni. In Via Salviati stands Palazzo Guicciardini-Corsi and Palazzo Tolomei with the family coat-of-arms on the facade.
The Palazzo del Podesti has an epigraph dating to 1291 in which the building of a fortilice paid for by the town of Siena is commemorated.