Bravìo delle Botti, Montepulciano
Montepulciano Bravìo delle Botti (barrel rolling race) takes place on the last Sunday in August between the eight Contradas (town neighbourhoods) of Montepulciano competing for a Palio, a painted cloth banner. The barrels weigh 80 kg and have to be rolled uphill about 1800 m along the main street of Montepulciano, finishing in the Piazza Grande. Costume processions precede the competition and a street banquet follows. The event, which was originally a horse race, dates back to 1373. It was abolished in the 17 C but was revived as a barrel race in 1974.


Festa del Barbarossa, San Quirico d'Orcia
San Quirico d’Orcia Festa del Barbarossa On the last weekend of June, San Quirico commemorates the meeting here in 1155 between Emperor Frederick the First, Barbarossa, and Pope Adrian IV's papal emissaries. The festival features mediaeval costume parades, flag throwing and archery competitions.

Cacio al Fuso, Pienza
Pienza Pecorino (sheep's milk cheese) Fair and "Cacio al Fuso" on the first Sunday in September. Pienza makes among the best pecorino in Italy and a wide range of excellent cheeses is available to be tasted and bought during this fair. The Cacio al Fuso is a cheese rolling competition. Cacio is the original Tuscan word for pecorino and the fuso or spindle is the target of the game.