Pitigliano is situated on a beautiful tuff promontory, bordered by lush green valleys and traversed by the Lente and Meleta rivers.
Its main characteristic is the contrast between its Etruscan-Roman layout and the general medieval urban appearance, in which monuments from the Renaissance and the late Renaissance stand side by side. The Medici aqueduct dominates the town, while of particular note amongst the beautiful buildings is Palazzo Orsini, which dates to the 14th century but has been renovated many times. Today it houses the Diocesan Museum and the Civic Archaeology Museum. A walk through the streets of the historical centre inevitably leads to the cathedral, with its beautiful Baroque façade and mighty bell tower. In the area where the ghetto used to be, you can visit the ruins of the synagogue and the Jewish museum.
The Vie Cave, in the area surrounding Pitigliano, are pathways excavated into the tuff, with walls often as high as 20 metres, some around a kilometre long, and about two or three metres wide; in a few places, these pathways are closed at the top by tree branches, forming a green and shady gallery. At the bottom, there is evidence of the hoof tracks of donkeys that have passed through here for centuries, used as a means of transport that once accompanied men to work in the countryside.