Discover Maremma

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

Maggio, 2026

May also be interested ...

  • Happy Holidays Castiglione della PescaiaHappy Holidays Castiglione della Pescaia Il Natale è arrivato anche sulla costa maremmana. A Castiglione della Pescaia sono cominciate l’8 dicembre le iniziative per rallegrare il periodo...
  • A weekend on holiday in the old town of ScansanoA weekend on holiday in the old town of Scansano To admire the splendor of this small town of medieval buildings and wonderful panoramas in the countryside of Tuscan Maremma. Scansano Among anc...
  • Diaccia Botrona: 10 anni di censimentiDiaccia Botrona: 10 anni di censimenti Un censimento generale per festeggiare i 10 anni di censimenti sugli uccelli che nidificano nella riserva palustre della Diaccia Botrona, tesoro della...
  • Vacanze a CapalbioVacanze a Capalbio Piccolo borgo della Maremma toscana da scoprire lentamente tra natura, arte e storia. Per rilassarsi piacevolmente in un territorio unico custodito co...
  • In vacanza in Toscana a Massa MarittimaIn vacanza in Toscana a Massa Marittima Il fascino di un piccolo comune della Maremma, centro principale delle Colline Metallifere, oggi eccellenza turistica Piazza Garibaldi e Duomo - ...
  • Diving center in MaremmaDiving center in Maremma DI SEGUITO L'ELENCO DEI MIGLIORI DIVING CENTER DELLA COSTA MAREMMANA ...
  • Toscana, Arcobaleno d’estateToscana, Arcobaleno d’estate Torna anche quest'anno l'evento "Arcobaleno d'estate", organizzato dalla Regione Toscana con il supporto di Toscana Promozione e di Fondazione Sistema...
  • A Grosseto è Festa di Primavera sulle MuraA Grosseto è Festa di Primavera sulle Mura Un week and di festa per celebrare la riapertura delle Mura di Grosseto.  Il 23 e 24 maggio infatti sarà possibile, per cittadini e turisti, prende...