Montemassi

Montemassi

Of Aldobrandescan origin, like most of the small towns present in the area, Montemassi with its famous castle, after having been passed down through numerous dynasties, appears today as a town that has been able to maintain its compact inhabitated center in pinecone layout, one that gives it a picturesque aspect.
From the old walls that protected the town remains only an old gateway made up of a round arch, which, from the western part of the hill, allowed and still allows fort the access to the inhabited center.

THE CASTLE

The castle is without a doubt the most well-known monument of the community of Roccastrada, for its historical significance (its construction is depicted in the famous fresco attributed to Simone Martini, “Guidoriccio da Fogliano all’assedio di Montemassi” inside the Palazzo Pubblico of Siena) and its architectural relevance for being a significant example of gothic architecture.
The ancient fortification that stands on the highest hill is still majestic in its dominant position. Two main bodies are recognizable: north is the keep with numerous windows, having also the function of palace, and southt the remains of a square tower with elements of excellent craftsmanship.
The housing underlying to the castle holds only few traces of the perimeter walls in the houses that were important in the construction of the castle.

THE FRESCO OF GUIDORICCIO DA FOGLIANO: A UNRESOLVED MATTER

In the world map room of the Palazzo Pubblico of Siena the Fresco ‘Guidoriccio da Fogliano all’assedio di Montemassi’ is preserved, dating back to 1330 and depicting the conquest of the fort by the commander of the Sienese troops in 1328.
The painting, always attributed to Simone Martini, has today been the center of a debate on its origin.
After some preparatory drawings came to light, following a long controversy started in 1977 and the recent finding would have you think it was a 15th century replica. And so the question of the true author of the work remains open.

Activities and attractions in Montemassi
Appointments and events in Montemassi

Giugno, 2026

May also be interested ...

  • Punta Ala Pink SailingPunta Ala Pink Sailing Sabato 17 e domenica 18 lo Yacht Club Punta Ala, in collaborazione con l'associazione “Il Porto”, con la Marina di Punta Ala SpA e con il patrocin...
  • Museo Civico Archeologico Isidoro FalchiMuseo Civico Archeologico Isidoro Falchi La lunga storia di Vetulonia Nella piazza principale di Vetulonia, frazione di Castiglione della Pescaia e principale sito archeologico della Marem...
  • Le altre terme e bagni in MaremmaLe altre terme e bagni in Maremma Qui di seguito troverete un elenco aggiornato delle altre terme e bagni presenti in Maremma: Terme di Petriolo Bagni di San Filippo Terme...
  • To visit Giannutri island, rent a boatTo visit Giannutri island, rent a boat To spend a pleasant day at sea discovering unique and suggestive places choose our motorboat and you'll be able to visit some of the most beautiful is...
  • La badiola estate | Acquagiusta WineLa badiola estate | Acquagiusta Wine Acquagiusta Wine, la Badiola keep: the cellar that transforms maremma into wine Good wine and Maremma, perfect duo   Bas...
  • Diaccia Botrona Nature ReserveDiaccia Botrona Nature Reserve The ancient lake The Diaccia Botrona Nature Reserve stretches for over 1000 hectares between Castiglione della Pescaia and Grosseto and is all tha...
  • Horseback riding on vacationHorseback riding on vacation In the land of the cowherds, in Maremma where the horse is an integral part of the history of these places. Indispensable and irreplaceable companion ...
  • A Castiglione la bici è d’epoca, con la “Maremmana”A Castiglione la bici è d’epoca, con la “Maremmana” Continuano le iniziative con cui Castiglione della Pescaia si prepara ad ospitare il 98° Giro d'Italia che, nei giorni 14 e 15 maggio farà tappa in ...