Yes, this is the "Under the Tuscan Sun" town. Only 1.5 hours from Florence by train, genuinely beautiful, genuinely Tuscan, small enough to see in half a day.
Regional from Firenze SMN โ Camucia-Cortona. Important: the station is in the valley below โ take LFI bus up to Cortona (10 min, โฌ1.30) or taxi (โฌ10โ12).
A1 south to Arezzo, then SS71 to Cortona. Parking: Parcheggio Spirale below Piazzale Garibaldi โ โฌ1.50/h, 3 min walk via escalator.
Train to Camucia + local bus. Arrive early โ the morning light on the Val di Chiana from Piazza Garibaldi is worth the alarm.