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Castiglion Fiorentino

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Central Italy : Tuscany : Arezzo : Castiglion Fiorentino
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Castiglion Fiorentino is a town in the Italian province of Arezzo. It lies at the centre of a triangle formed by important cities such as Florence, Siena and Perugia. Castiglion Fiorentino, originally an Etruscan settlement and later an old medieval village, lies close to the famous Valdichiana and Cortona.


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Can be walked on foot.

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See[edit][add listing]

The tower of the ancient castle (Torre del Cassero) dominates the town. This charismatic town has much to offer any visitor including its beautiful medieval walls, beautiful churches, art treasures and numerous Renaissance structures - e.g. the Loggia by Vasari at the Piazza del Comune.

Castiglion Fiorentino also has many festivals throughout the year including the famous "Palio dei Rioni", a horse race among the three ancient Rioni (boroughs) of the town (Porta Fiorentina, orange-green; Cassero, white-blue; Porta Romana, red-yellow) in Piazza Garibaldi, the largest square of the town, held on the 3rd Sunday of June, similar to the Palio of Siena. It includes a colourful and energetic display of the ancient custom of flag-waving - dating back to the 13th century (in the weekend preceding the horse race, a spectacular contest between the three groups of flag-wavers is also held). All these are extraordinary shows not to be missed.

A splendid loggia by Vasari looks out onto the beautiful Valle di Chio - or Valle di Dio according to one of the Medici dukes after taking the town for Florence.

Do[edit][add listing]

  • Agricola Buccelletti Winery, Via Santa Cristina 16 (Castiglion FIorentino), +39 0575 650179, [1]. 9am-12am/ 4pm-7pm. Boutique family own winery characterized by all woman operations. Lidia and Roberta are fun and warm host and they will tell you the story of the winery. The winery specialized in blend of Local grapes and international grapes. Very good wines, that respect the place of production. Really recommend a visit if you are in Castiglion Fiorentino area.  edit

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Eat[edit][add listing]

  • La Pampa Ristorante, via Dante 23, Old Town, +39 575 659 004, [2]. Closed Mon-Tue. This restaurant serves steaks and wine imported from Argentina, pasta and vegetables, but save room for the dessert of imported dulce de leche. The owner is a young italian and his wife. Steak samples are presented raw on a wooden plate before you order. Outdoor seating in summer with a view over the village. €35. (11.92180,43.34181) edit
  • Ristorante Da Muzzicone. Fiorentina/Chianina steak. Be careful though, the owner believes foreigners are prey to rip-off. The steak nonetheless is unmissable  edit
  • Coco Palm, the local gelateria is a must.

Drink[edit][add listing]

  • Regiro Pub. Nice place, more sophisticated than Velvet Underground. The hosts are really nice.  edit
  • Velvet Underground. Live music concerts; a bit more grungy and the owners only care about your money, but the people there are less pretentious and can be a lot of fun  edit

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