The beauty of the hilly landscapes of Valdelsa has always held a strong attraction for the noble families of Florence and Siena, who established their country homes here. This is evidence by the many Villas and Castles distributed throughout the area, historical dwellings or manor houses designed in their time by famous architects.
The territory of Castelfiorentino is traversed by the ancient Via Francigena, the important road which, in the Middle Ages, linked Northern Europe and Rome, the capital of Christianity and the Catholic Church.
The Teatro del Popolo in Castelfiorentino is one of the most important nineteenth-century historical theaters in Tuscany. It is the oldest theatre in Valdelsa. It was completely restored in 2009 and it presents itself today in all its renewed splendor.
Due to its particular position, on the border of the Pisan, Florentine and Sienese lands, Castelfiorentino has always had a political, military and cultural importance, which has favored the development of an artistic heritage.
Populated since ancient times, located in the heart of the Valdelsa, halfway between Florence and Siena, Castelfiorentino represents the typical Tuscan town where the traces of the past are combined with the vital activities of the present, and can be admired in its museums that preserve the ingredients of the local identity.