Between Val d’Orcia and Val di Chiana: the authentic heart of Tuscany
Val d’Orcia and Val di Chiana represent two complementary souls of Tuscany: iconic landscapes, historic villages, centuries-old traditions,and a calendar full of events that tell the story of a lively, welcoming land deeply connected to its roots
Villages and towns to discover
Among the rolling hills of Val d’Orcia are the beautiful towns of Pienza, the ideal Renaissance city and UNESCO heritage site, San Quirico d’Orcia with its Horti Leonini and Montalcino, famous worldwide for Brunello wine.
The Val di Chiana is home to towns rich in history such as Montepulciano, the homeland of Vino Nobile, Cortona, an Etruscan village with a spectacular view over the valley, and Chianciano Terme, renowned for its thermal waters.
Traditions and flavours
Here traditions are not just memory but part of everyday life. Village festivals, historical reenactments in costume, fairs dedicated to local products including extra virgin olive oil, cheese, handmade pasta and the fine meats of the Chianina cow — tell of a deep connection with the land and artisanal work. Each village preserves traditions handed down through generations, visible in local markets, shops, and traditional restaurants.
Events and local life
During the year, Val d'Orcia and Val di Chiana offer many cultural, musical, food and wine events: from the Bravio delle Botti in Montepulciano to medieval festivals, from summer concerts to religious celebrations that mark the rural calendar. Ideal occasions to blend with the local community and experience authentic Tuscany.
A stay between Val d'Orcia and Val di Chiana is much more than a holiday: it is a slow journey through timeless landscapes, ancient stories and traditions that continue to live, day after day.
photo by Alfredo Falvo
MONTEPULCIANO
Perched on a hill between the Val di Chiana and the Val d’Orcia, Montepulciano is one of the most charming villages in Tuscany, where art, history, food and wine coexist in perfect harmony. The Renaissance historic center, with Piazza Grande, the cathedral and the noble palaces, tells the story of a city whose importance was disputed for centuries between Siena and Florence.
Montepulciano is universally known for Vino Nobile di Montepulciano, one of the most renowned Italian wines, produced in historic cellars often carved into the rock beneath the ancient homes. Noteworthy is the Bravio delle Botti, a historical competition that takes place every summer, turning the streets into a stage of colors, costumes,and competition among the town neighbourhoods.
PIENZA
Pienza is a Renaissance masterpiece and a symbol of the “ideal city.” Wanted by Pope Pius II as a model of harmony and beauty, it is today a UNESCO World Heritage Site and one of the most iconic places of the Val d’Orcia. Walking through its historic center means immersing oneself in a timeless atmosphere, among breathtaking views and perfectly proportioned architecture.
Also famous for the pecorino cheese, produced according to ancient rural traditions, the town combines culture and authentic flavours. Its streets, like the famous Via dell’Amore, offer spectacular views of the surrounding hills, making Pienza an ideal destination for those seeking beauty, tranquility, and romance.
PIENZA
MONTALCINO
MONTEPULCIANO
MONTALCINO
Dominated by the imposing medieval fortress, Montalcino rises over the hills of Val d’Orcia as a symbol of history, pride and tradition. The village preserves an authentic soul, made of stone streets, artisan shops, and views that stretch as far as Monte Amiata.
Montalcino is famous worldwide for Brunello wine. The culture of wine here is an integral part of daily life and is expressed in the numerous wineries, local festivals and events dedicated to winemaking. Among these, the Sagra del Tordo represents one of the most heartfelt moments, with historical reenactments and traditions that involve the entire community.