Siena is likely Italy's loveliest medieval city, and a trip worth making even if you are in Tuscany
Siena's heart is its central piazza known as Il Campo, known worldwide for the famous Palio run here, a horse race run around the piazza two times every summer. Movie audiences worldwide can see Siena and the Palio in the James Bond movie, Quantum of Solace. https://youtu.be/nnRr3kFmsWQ
Siena is said to have been founded by Senius, son of Remus, one of the two legendary founders of Rome thus Siena's emblem is the she-wolf who suckled Remus and Romulus - you'll find many statues throughout the city.
The city sits over three hills with its heart the huge piazza del Campo, where the Roman forum used to be.
Rebuilt during the rule of the Council of Nine, a quasi-democratic group from 1287 to 1355, the nine sections of the fan-like brick pavement of the piazza represent the council and symbolizes the Madonna's cloak which shelters Siena.