Take the time to get to know the town, find its stores and amenities as described here. This itinerary is awfully calm - we don't suggest that you do too much each day, but rather frequently return home to Cortona to sit in Piazza Garibaldi and enjoy the panorama.
Visitors should start touring the town from Piazza della Repubblica and Piazza Signorelli. Until the thirteenth century these two squares were in fact one space and also the site of an ancient Etruscan - Roman forum. Both are framed by medieval buildings and shops.
The Palazzo Comunale (the Town Hall) - with its impressive stairs and the big clock tower - sits at the southern part of Piazza della Repubblica. Take the chance to visit the Museo dell’Accademia Etrusca, Fra Angelico’s panels in the Museo Diocesano, the Medieval Church of San Francesco, the Church of Santa Maria Nuova, built by Giorgio Vasari and piazza Garibaldi from where you can see Lake Trasimeno in the distance.
If you're in the mood for a walk, your next stop could be the Girifalco Fortress, also called Medici Fortress because it was restored and modified in 1561 by Grand Duke Cosimo I de 'Medici. Located in the highest point of the city (at about 1km from Piazza della Repubblica) it hosts many events and festivals like Cortona on the Move: the international exhibition of contemporary photography which is held every year from July to September. From the top of the tower, you can enjoy a breath-taking view of Cortona and the entire Valdichiana.