Perched on an outcrop of tufa, Pitigliano is one of the most original and evocative towns in the area. Its picturesque houses, often attached to one another, are built directly on top of the cliff, blending into the rock so perfectly that its hard to tell where nature ends and the homes begin.
The heart of the town is accessed through an old gate, which once had a drawbridge.

A sixteenth-century aqueduct stretches alongside the road that leads to Piazza della Repubblica, where you will find two terraces that offer exceptional view of the valley below, as well as the Palazzo Orsini Castle.

Inside the Palazzo Orsini Castle is an elegant courtyard where you will find an enchanting hexagonal well and the Civic Archaeological Museum, where exhibitions showcase Etruscan ruins and religious art.

The Civilisation Museum is also housed inside the castle.
This unique private museum displays are range of rare items, which together help to reconstruct a picture of the past life in the Maremman countryside.

The town centre today maintains its very characteristic medieval charm.

Divided into two main streets and shaped like a horseshoe, the centre is intersected by winding alleys and courtyards that remain today exactly as they were in the Middle Ages.

The Jewish ghetto inside Pitigliano is like a second city, crossed by interconnecting tunnels and ancient local rocks of undefinable age.

Here visitors can experience the Jewish culture that has been present in Pitigliano for centuries and can explore the ancient Synagogue, the Museum of Jewish Heritage and the Azzime furnace.

Those passionate about Italy’s religious history shouldn’t miss Pitigliano’s Cathedral with its bell tower, as well as the ancient Church of St. Roch, protector of Pitigliano and the district Capisotto and the oldest church in the town.

Outside Pitigliano:
The Alberto Manzi Open-air Archaeological Museum; the necropolis of Poggio Buco and Gradone; the Fonte dell’Olmo; the Sanctuary of Madonna delle Grazie, located in an area with the best views of the countryside; the Jewish Cemetery; the Orsini Park; the remains of the Convent of San Francisco and last but certainly not least, the striking Vie Cave Etruscan Roads.

The Vie Cave are colossal roads carved into the tufa rock by the Etruscans. Vast corridors, they wind throughout the valley of Pitigliano and are also called “tagliate”, thanks to the way in which they are cut into the tufa rock.

Above ground tunnels used by the Etruscan, they are also home to sites that were used for rituals and sacred ceremonies.
There are about 15 roads in all and together they are considered to be the most important ancient ruins in Pitigliano.