Mondavio is a beautifully preserved, red-brick medieval hill town. It belongs to the association of  The most beautiful villages in Italy and boasts the Orange and Green Flag. 
The imposing fortress that stands out from afar was built by Francesco di Giorgio Martini, one of Italy's most celebrated Renaissance military architects; it now houses an entertaining 'living museum' portraying life when the fortress was built at the close of the 15th century for Giovanni della Rovere, son-in-law of Duke Federico da Montefeltro. 
The most remarkable monuments in the historic centre are: Palazzo dei Malatesta, the church of San Francesco, the Collegiate Church of St. Peter, Paterniano and Eleuterio, the fourteenth-century Palazzo della Comunanza and the Teatro Apollo, built in the mid-eighteenth century on the ruins of a fifteenth century church.
Every year in mid-August you can't miss the "Caccia al Cinghiale" (Hunt to the Wild Boar); the festival commemorates the arrival of Giovanni della Rovere in Mondavio for taking possession of the Vicariate, a gift from Pope Sixtus IV on the occasion of his marriage to Giovanna, Federico da Montefeltro's daughter. It was an important event, which influenced the entire Cesano Valley in terms of economy, culture, social organization. The re-enactment begins on 13th August with a sumptuous banquet and end on 15th August with parades, games, Renaissance life experiences and fireworks from the Roveresca Fortress.