From Florence : A1 highway, Leave the highway at the exit Val di Chiana; follow the signs to Torrita di Siena - Pienza (20 Km from exit) 

From Rome: A1 highway, Leave the highway at the exit Chiusi - Chianciano Terme; follow the signs to Chianciano - Montepulciano - Pienza (26 Km from exit)

From Siena: take the via Cassia (SS No. 2), southbound to Rome. At San Quirico d'Orcia take the strada statale 146 to Pienza (50 Km from Siena)