We are in Santa Maria Fiora, in the province of Grosseto. We immediately enter the oldest part of the city, Piazza Garibaldi, still dotted with medieval defensive structures of the Aldobrandeschi. In fact, we can admire the Square Tower and the piece of the clock tower, whose battlements are a reconstruction in the nineteenth century. From the square we then walk along Via Lunga, the oldest and most characteristic street in the town; here, between the end of the sixteenth and eighteenth centuries, the Jewish community resided. Continuing we meet the typical houses with three doors, medieval representation of the three main moments of life: life, marriage and death. Walking towards via delle Monache, we reach the Convent of the Poor Clares, inside which the most revered crucifix by the villagers is kept, the wooden crucifix. Along Piazza Sant'Agostino we go to visit the Convent of the Augustinians. Passing the Porta di San Michele we arrive in one of the most important places in the city: the Peschiera, a splendid medieval park. The entrance opens with the Church of the Madonna delle Nevi and the spring waters of the Fiora river collect inside.