The medieval, architecturally rich city of Siena in Tuscany is steeped in history. It’s easy to wander around this small city and explore the streets that lead to the central Piazza del Campo, a great place to people watch and home to the Palio horse race. Siena’s duomo is absolutely beautiful and definitely warrants some time to take in its impressive details.
You might wish to stay in the city itself for a couple of nights, but you can also visit Siena easily on a day trip from other Tuscan hilltop towns, such as San Gimignano, Montalcino or Montepulciano, or from the Chianti wine region. It’s also surrounded by typical Tuscan countryside dotted with cypress and olive trees, umbrella pines and vineyards growing world-class wines.