
Monteriggioni Castle



![#TroveOn
Monteriggioni is a medieval walled town, located on a natural hillock, built by the Sienese in 1214-1219 as a front line in their wars against Florence,[3] by assuming command of the Via Cassia running through the Val d'Elsa and Val Staggia to the west.
During the conflicts between Siena and Florence in the Middle Ages, the city was strategically placed as a defensive fortification. It also withstood many attacks from both the Florentines and the forces of the Bishop of Volterra. In 1554 the Sienese were able to place control of the town's garrison to Giovannino Zeti, who had been exiled from Florence. In 1554, in an act of reconciliation with the Medicis, Zeti simply handed the keys of the town over to the Medicean forces - considered a "great betrayal" by the town's people.
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The Via Francigena is the common name of an ancient road and pilgrim route running from France to Rome, though it is usually considered to have its starting point much further away, in the English cathedral city of Canterbury. As such, the route passes through England, France, Switzerland and Italy. The route was known in Italy as the "Via Francigena" ("the road that comes from France") or the "Via Romea Francigena" ("the road to Rome that comes from France"). In mediaeval times it was an important road and pilgrimage route for those wishing to visit the Holy See and the tombs of the apostles Peter and Paul.](https://images.trvl-media.com/place/5722/a408de7a-052c-438a-bcaf-f7572c8eaacf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)


Lodging Near Monteriggioni Castle

Hotel Il Piccolo Castello
Strada Provinciale Colligiana, 8 Monteriggioni SI
Fully refundableReserve now, pay when you stay
Located in Monteriggioni, Hotel Il Piccolo Castello is in a rural location, a 3-minute drive from Monteriggioni Castle and 6 minutes from The Rock of ...
Friendly staff, lovely room and great food
Reviewed on 29 Oct 2025

Farmhouse in old mill nestled in the beautiful Chianti hills
Monteriggioni Toscana
Located in Monteriggioni, this vacation home is in a rural location, within a 5-minute drive of Monteriggioni Castle and The Rock of Staggia.
Italian adventure
This was an interesting stay based on the age of the property. Roberto was very helpful. He made reservations for us, checked train schedules etc. If you require wifi this may not be a good choice for you as it was not readily available. Otherwise this historical property was good. It was not easy ...
Reviewed on 7 Oct 2019

Fattoria Petraglia by Interhome
Monteriggioni
Located in Monteriggioni, this vacation home is in a rural location, a 3-minute drive from Monteriggioni Castle and 8 minutes from The Rock of Staggia.
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View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.