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Church of Sant'Agostino

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Theater of Mario Spina

The history of the Teatro Comunale begins at the end of the 16th century, when the Grand Duke of Tuscany Ferdinand I authorized the Podestà of Castiglion Fiorentino to start an Academy to perform comedies.

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Collegiate Church of Saints Michael and Julian

Stands out for its neoclassical structure and its loggia with massive columns resting on travertine bases.

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Castle of Montecchio Vesponi

The Montecchio Vesponi Castle is one of the most evocative fortresses in all of Tuscany.

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Castiglionese Trail Network

Castiglion Fiorentino is a Tuscan village rich in history, surrounded by green hills. It's the perfect place if you're looking for a quiet retreat to reconnect with nature.

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Clock Tower

A large structure which, since the Middle Ages, marked the access to the Cassero

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Romeo Germanica Trail

Castiglion Fiorentino is present within the Via Romea Germanica route as the arrival point of stage number 80

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Porta Romana

Anciently called Porta San Michele or Cortonese, Porta Romana represents the southern access to the city

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Institute of Santa Chiara

The complex was founded in the 16th century, when the monastery of San Salvatore was incorporated, which underwent significant expansion after 1557.

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Church of the Good Death

The Company of Prayer and Death, or Company of the Good Death, was founded in 1572 to organize a service of prayer, transportation, and burial of the deceased.

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Parish Church of Saints Hippolytus and Cassian in Retina

The Parish Church of Saints Hippolytus and Cassian in Retina, now the Capuchin Church, is located in Pieve a Retina, Castiglion Fiorentino.

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