Tuscany Crossing

A race through the most beautiful landscape in Tuscany

Tuscany Crossing has become one of Italy's most beloved and well-attended trail running races. Established in 2013, it transforms Castiglione d'Orcia, a small village in the province of Siena, into the capital of Tuscan ultratrail running every year. The course winds entirely through the Val d'Orcia, a hilly region inscribed on the UNESCO World Heritage list for its extraordinary harmony between nature and human influence: rows of cypress trees, isolated farmhouses, the clay hills of the Sienese landscape, and villages suspended in time.

Four distances for every level

The event offers four competitive courses, all starting and finishing in the historic center of Castiglione d'Orcia:

• 100 Miles (160 km) — 5,400 meters of elevation gain, the ultimate test for the most experienced ultratrailers;
• 103 km — 3,400 meters of elevation gain, valid for the national IUTA calendar and ITRA points;
• 53 km — 1,550 meters of elevation gain, a popular intermediate distance;
• 14.5 km — 420 meters of elevation gain, open to those new to trail running.

Alongside the competitive races, there are non-competitive walking routes, allowing hundreds of walkers to discover the valley without the pressure of a stopwatch.

An international event

In recent years, Tuscany Crossing has surpassed 1,400 registered participants, with over 20% of athletes coming from more than 40 countries. The route passes through some of the valley's most picturesque villages—Montalcino, San Quirico d'Orcia, Pienza, as well as Bagno Vignoni, Rocca d'Orcia, Monticchiello, Campiglia d'Orcia, and Bagni San Filippo—offering athletes a journey through landscapes, thermal springs, and historical heritage.

Castiglione d'Orcia, the heart of the event

The Municipality of Castiglione d'Orcia (Province of Siena, Tuscany) hosts the start and finish lines, race pack collection, and the event's social gatherings. During the weekend, the village comes alive with a festive atmosphere, as local community volunteers staff aid stations along the route and support the athletes in a true celebration of sport and Tuscan hospitality.