Hilltop San Casciano in Val di Pesa (or San Casciano VP as it's often known) is 17km south of Florence, is the largest and busiest town in Chianti. Long an outpost of Florence, it suffered numerous vicissitudes until its walls were begun by the ill-fated Duke of Athens in 1342.
Within these, near the gateway, the church of Santa Maria del Prato (1335) has retained its trecento interior and trecento art: a fine pulpit by Giovanni Balducci da Pisa, a pupil of Andrea Pisano, a crucifix attributed to Simone Martini, a triptych by Ugolino di Neri, and framed paintings on the pilasters by Giotto’s pupil, Taddeo Gaddi.
The Museo di San Casciano (see Practical Info for hours) has an archaeological and sacred art collection (including the Madonna and Child, considered to be the first work by Ambrogio Lorenzetti). Or make a pilgrimage to Sant'Andrea in Percussina, the home base of the Machiavelli clan.
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