The 44.6km race from the Fortress of Montalcino, the 14th-century castle built on the highest part of the medieval town, athletes will go through Porta al Cassero, one of the six doors that allow access to the city. Crossing forests, vineyards of Brunello di Montalcino, villages and farms will arrive to Castello Banfi - Poggio alle Mura, whose first nucleus was built before the year 1000, imposing on a strategic hillock to control the confluence of the Orcia and Ombrone rivers . The route continues parallel to the Val d'Orcia, until you reach Sant'Angelo in Colle  then head for Ventolaio (name and fact!) where the Brunello Crossing 44Km route connects with Brunello Crossig 22Km. Leaving Castelnuovo dell'Abate behind stands the Abbey of Sant'Antimo, a Romanesque church where Charlemagne returning from Rome through the Via Francigena, who in 781 started the construction of the Monastery. With a continuous alternation of woods and vineyards, it goes back to Il Cocco, one of the highest points of the entire route, where you will also join the distance of 13 km and then go towards Montalcino entering the village through another old access door city: Porta Cerbaia then go back to the finish line at Montalcino Fortress. Departure and arrival will be at the same point