Entering the city walls of Massa means delving into the Middle Ages. Like many Tuscan settlements dating back to the Middle Ages, the town is walled, guarded by towers and accessed via ancient gates, with a fortress pinpointing the highest position.
Leading into the southern part of the town is the 14ᵗʰ-century “Porta ai Campi.” A little further on, you reach Piazza Cavour, overlooked by the Romanesque Parish Church of Santa Maria Assunta, rebuilt in the 17ᵗʰ century alongside a wing of the imposing Monastero della Visitazione which, founded in 1683 as a women’s conservatory, was transformed into a monastery in 1714 at the initiative of Grand Duke Cosimo III de’ Medici.
Alongside the Parish Church is the characteristic little church of the Monastery, decorated in 18ᵗʰ-century style.
From the piazza, set off along the main street of the village, lined with palaces and houses that fully demonstrate their medieval origin, until reaching Piazza Matteotti, the real heart of the Castello since its foundation. The northern side of the piazza is occupied by the Loggia del Podestà, on the walls of which noble coats of arms are displayed.
Overlooking this is a beautiful stately mansion housing the Historical Archives of the Municipality. From here, if you continue along the main road, climbing steeply and lined with increasingly older buildings, you reach the top of the village where, concealed by a thick olive grove, stand the remains of an ancient medieval fortress.