Siena

Siena is very likely Italy’s loveliest medieval city so even if you have only few days in Tuscany it should be on your list.

Siena’s heart is its central piazza Il Campo, worldwide famous for the Palio run, a horse race run around the piazza two times every summer.

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Very unconventional medieval square which is known for the horse race called Palio which attracts thousends of spectators every year. It was also featured in James Bond's Quantum of Solace movie.