We can divide Certaldo into "Certaldo Bassa" and "Certaldo Alta". The first part is the newest area of the town, located in the lower zone, while the latter is the old part where you can find more of the major sights.
The town centre or “Castle”: the old centre is located within medieval defensive walls and entrance is gained through the ancient gates, known as Porta Alberti, Porta al Sole and Porta al Rivellino. To reach the town centre you can either walk or take the funicular railway. If you decide to go on foot, climb up along the lovely roads of Via Costa Alberti and Via Costa Vecchia or the more modern Via del Castello.
The funicular railway leaves from Piazza Boccaccio.
The main square: there is no main square here in Certaldo! In the Middle Ages, the main square was home to the town’s major buildings and local powers. But Certaldo is surrounded on all side by steep hills, so the religious, political, civil and commercial powers are spread along Via Boccaccio. There are small squares dotted throughout the walled town, but they are not ancient and were once private gardens.