The historic center of the Pienza is inscribed on UNESCO List because it occupies a seminal position in the development of the concept of the planned “ideal town”, but you have to be a student of architectural history to fully appreciate that. For a relative dilettante, Pienza is simply a gorgeous postcard-size hill town, with no vehicular traffic on its narrow streets and dozens of picture-spot opportunities around every corner. Not too overrun by tourists either, probably on the account of being less famous than the likes of Siena or San Gimignano as well as sitting somewhat away from the beaten path.

Its size means that an hour or so is enough to cover the entire historic part of Pienza on foot. Piazza Pio II and Corso Rosselino are where most of the major architectural landmarks are situated, and there are a number of quaint little walkways and a terrace with sweeping views over Val d'Orcia. The cathedral is certainly worth stepping in; a visit to Palazzo Piccolomini as well as exploration of artisan shops can stretch the time in town to about half a day.

Since Val d'Orcia is a World Heritage site on its own merit, you should combine your visit to Pienza with a leisurely drive along SP146 towards San Quirico - or some other similar route - which offers many good viewpoints to appreciate the scenery for which the valley is renowned.