Go to main content

Montemerano

A village that seems straight out of a storybook

On a hill in the Maremma hinterland, a few kilometers from Manciano, stands Montemerano, one of the 27 Tuscan villages included in the official list of the "most beautiful in Italy."

This fairy-tale place is protected by a wall made up of three sections, which give the structure a characteristic "heart" shape, and which inside encloses narrow streets, small squares and stone buildings with flower-filled balconies.

The original nucleus of the village, typically medieval, dates back to the period of Aldobrandeschi rule (1005-1010), to whom we owe the construction of the fortress, of which only the square tower remains today, and the city walls, which were then rebuilt in the early 15th century at the time of Sienese rule.

Entering the town from Porta del Ponte, you get to Via Italia, the main street of the village, on which open stores and stores, the doors of the ancient underground cellars, and closed porticoes, and from which branch the numerous alleys that allow one to penetrate, get lost and discover little gems such as the Piazzetta dell'Antico Frantoio, the Piazzetta di San Martino and the Piazzetta del Ritiro.

At the end of a steep slope, one reaches the arch beyond which opens the poetic and picturesque Piazza del Castello. Not far away is the Pieve di San Lorenzo, the oldest in the village (mentioned in a bull of 1188), now converted into a theater.

Church of San Giorgio, Montemerano
Church of San Giorgio, Montemerano - Credit: Vinattieri Matteo / WikiCommons

Overlooking Piazza della Chiesa is the church of San Giorgio, a 14th-century building that was expanded in the Renaissance period. In addition to its remarkable state of preservation, the church is also notable for the important 15th-century works of art contained within: a polyptych depicting the Madonna Enthroned with Child and Saints (Madonna in trono col bambino e santi) by Sano di Pietro, a wooden statue of St. Peter and an Assumption of Mary (Assunzione di Maria) by Vecchietta, a wooden tabernacle, and frescoes on the interior walls on the ceiling attributable to the Sienese painter Andrea di Niccolò. Valuable sacred objects and furnishings are kept in a showcase on the right side of the transept.

But the most famous work is the unique Madonna della Gattaiola, a painting made by a local artist around the mid-15th century. The work owes its name to the presence of a circular hole at the bottom; it is uncertain whether the painting was made directly on a door already used as a passage for cats or, more likely, adapted for this purpose at a later time.

What’s nearby?

Must-see places, stage-by-stage routes, events and tips for your trip

Southern Maremma

Southern Maremma
Crystal-clear sea, unspoilt countryside, hot springs and the charm of Etruscan villages
Show more