What to do in Montalcino

Tuscan Wanders
2 min readJul 13, 2019

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Montalcino is mostly mentioned in referenced to the famous wine, Brunello di Montalcino. Though a day trip to this little medieval town would not be complete without trying this red in a winery or restaurant, there are many other things to do. The slow pace of Montalcino invites visitors to embrace the Italian dolce vita: take your time, enjoy a stroll through the historical center, visit the fortress and churches and taste the locally made pecorino cheese.

One of Val d’Orcia’s jewels

Montalcino is atop a hill from where you can admire the Val d’Orcia landscape.

The beautiful Val d’Orcia landscape frames the town of Montalcino. It is a short drive away from Pienza and about 50 minutes South of Siena. Montalcino is on top of a hill, which gives it amazing views from every side. The center has maintained a very Medieval appearance, almost as though time has come to a standstill. Most narrow streets are at an incline, so be ready to traipse up and down.

The entrance to the fortress of Montalcino with its powerful ramparts. The double arched entrance is a reminder that the fortress was founded by Siena.

The fortress sits at the top of Montalcino and dates back to the 14th century. Cosimo I ordered the construction of its spectacular ramparts in 1571. When Siena fell to Florence in 1555, many Sienese rebels sought refuge in Montalcino. The Second Republic of Siena in Montalcino lasted four years until Cosimo I finally won and the town got incorporated in the Grand Duchy of Tuscany under Medici rule. Still today, in remembrance of Montalcino’s unwavering support, the town’s standard bearer has pride of place at the Palio di Siena.

Things to do in Montalcino

If you happen to be in Val d’Orcia, you would be remiss not to make a stop in Montalcino. After visiting the town’s most famous landmarks, end your day at a local restaurant with a bottle of Brunello and a selection of Tuscan cheeses while the sun sets and makes the Val d’Orcia hills glow.

The Florentine tour operator I Just Drive organises a private or shared guided tours to Montalcino that will also take you to the other gem of Val d’Orcia, Montepulciano.

Read the full article on Tuscan Wanders Travel Blog

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Tuscan Wanders

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