Montalcino is a medieval village located in the heart of Val d'Orcia, 40 kilometers from Siena. This small and charming town has preserved its original appearance since the sixteenth century and has become a globally renowned destination for its historical beauty. But what are the top ten places that you absolutely must not miss? Let’s find out!
The Walls of Montalcino
The Walls of Montalcino stretch for an impressive four kilometers and include six gates and thirteen towers, whose battlements are still remarkably well-preserved. Built during the
13th century, they crown the hill on which Montalcino stands.
The Montalcino Cathedral
Dedicated to Saint Salvator, the
Montalcino Cathedral was built in the fourteenth century and stands as one of the most significant examples of neoclassical style in Tuscany. Although the façade has a simple design, the cathedral is one of the town's most elegant buildings. Inside, you’ll find remarkable works of art, such as
Saint Michael the Archangel banishing the rebellious angels from Heaven—a painting attributed to a Sienese school located within the
Chapel of Suffrage.
Piazza del Popolo
Piazza del Popolo is Montalcino’s main square, with its current name dating back to 1945 after having been renamed multiple times in the past. It is notable for its series of loggias, locally referred to as
Il Cappellone, as some of these structures functioned as chapels in the past.
Palazzo dei Priori
Once you find yourself in
Piazza del Popolo, you’ll easily spot the
Palazzo dei Priori, the current historic seat of the Municipality of Montalcino. This building, constructed between the late thirteenth and early fourteenth centuries, features a façade adorned with various heraldic shields representing the families that governed Montalcino over the decades. Highlights include a tall and narrow tower and the loggias, one of which houses a statue of
Cosimo I by
Giovanni Berti.
The Fortress of Montalcino
The towering
Fortress of Montalcino dominates the town’s entire center. Built in 1361, its elevated position offers breathtaking views of Val d'Orcia. The fortress is pentagonal in shape and was designed by two Sienese architects, Domenico di Feo and Mino Foresi. It represents one of the finest examples of military architecture in Tuscany. During summer, it hosts numerous events, including the renowned
Jazz & Wine Festival. Even outside of events, visitors can enjoy a year-round wine bar inside the fortress.
Civic and Diocesan Museum of Sacred Art
For a few hours immersed in culture, nothing beats a visit to the
Civic and Diocesan Museum of Sacred Art, located within the former Sant'Agostino convent. Its halls showcase invaluable works of art, including paintings from the Sienese tradition by
Sano di Pietro,
Simone Martini,
Bartolo di Fredi,
Giovanni di Paolo, and
Ambrogio Lorenzetti. Noteworthy wooden sculptures include those by
Francesco di Valdambrino and
Jacopo della Quercia, which evoke a mystical atmosphere. Another stunning masterpiece is the
Crucifix by Giambologna.
Church of Sant'Agostino
After visiting the Civic Museum, you can explore the
Church of Sant'Agostino, built between the 13th and 14th centuries. Outside, you’ll notice Gothic pinnacles and a pointed portal, while inside features frescoes by the Sienese painter Bartolo di Fredi. The apse showcases episodes from the life of Saint Augustine.
Theater of the Astrusi
Designed in 1766 and modified over subsequent years, the
Theater of the Astrusi is a true architectural gem worth admiring. Recently reopened, it now serves as a venue for numerous performances.
Abbey of Sant'Antimo
Located near Montalcino, the
Abbey of Sant'Antimo is an ancient structure, believed to have been founded by Emperor Charlemagne according to legend. It has long been inhabited by Benedictine monks. Visitors can enjoy nature, visit the eponymous church, stay at the guesthouse, and purchase products made by the monks. Learn more about this medieval masterpiece in our
article.
The Episcopal Palace
This elegant building stands at the intersection of Via Cialdini and Via Spagni, featuring a brick cornice. The ground floor houses a
chapel and a
refectory, while the upper floors contain reception halls adorned with frescoes.
Would you like to learn more about Montalcino and receive useful travel tips? Visit
Enjoy Montalcino, an online portal created by tourism professionals offering suggestions on dining, sightseeing, and unique experiences. We look forward to welcoming you!