Vagliagli, a small town near Aiola, sits 511 meters above sea level. The ancient village is framed by a splendid view of the Sienese Chianti region, with its vineyards and olive groves alternating with forests, small villages, and stone farmhouses.
Follow the road from Vagliagli towards Castellina in Chianti for a short distance to the Monument to the Fallen for a panoramic view of almost 360 degrees. The view extends from San Gimignano to Siena and Monte Amiata. There you will find tables and benches for a picnic.

Art and history

The first mention of Vagliagli dates back to the 13th century. Worth visiting in the center of the ancient village are the Church of San Cristoforo and the Compagnia Chapel. Curious about the name? Vagliagli stands for valle degli agli – valley of garlic.
From Vagliagli you can easily reach the historic Chianti villages: Radda, Castellina and Gaiole in Chianti.

The Archaeological Museum of the Sienese Chianti, located inside the splendid fortress Rocca of Castellina in Chianti, tells the ancient history of the area through materials and archaeological data collected in the municipalities of Castellina, Gaiole, Radda and Castelnuovo Berardenga.

Worth seeing too, is the majestic Certosa di San Pietro in Pontignano, nestled between the olive groves and vineyards of the Chianti hills, with a panoramic view of the city of Siena.

Contemporary art

Pievasciata, a village 8 km away from Aiola, is B.A.C., or Borgo d’Arte Contemporanea (Hamlet of Contemporary Art). Along the roads leading to that small village you can see, among other art works, a rifle knotted with the title “Pace” (Peace), and the “Struzzi Metropolitano” (Metropolitan Ostriches) – figures of a man and a woman, each 5.60m tall, that bury their faces into two, tall, cypress trees.
In addition, you can visit the Chianti Sculpture Park, a permanent exhibition of contemporary sculptures within a beautiful oak forest..

Cycling: the Eroica

L’Eroica (the Hero) is a cycling event that evokes the cycling of the past with vintage bicycles and vintage clothing. The routes take place largely on the “white” (dirt) roads that crisscross the region. In 2018, over 7,500 cyclists from all over the world took part. The next race will be held on Sunday, 6 October 2019.
L’Eroica, is also an interesting permanent cycling route, that passes in front of the Fattoria della Aiola. It is well marked and passable all year round.


02 June 2019: Castelnovino, Castelnuovo Beradenga
01-03 August: Birra & Salsicce (Beer & Sausages), Vagliagli
08-10 August: Calici di Stelle, wine festival at Castelnuovo Berardenga and in other villages of Chianti and Tuscany
19-22 August 2019: wine festival Festa dell’Uva at Vagliagli

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