Cortona sits on a high ridge an hour and a half south of Florence by train via Camucia-Cortona station, followed by a ten-minute bus climb. The town is known for its steep stone streetscapes, fourth-century BC Etruscan city walls, and deep-rooted Chianina cattle tradition. You will do serious uphill walking, rewarded by broad views over the Valdichiana plain. Cortona is worth visiting if you want to study Etruscan bronzes and eat thick pici pasta overlooking olive terraces.
Last updated 12 Sept 2026
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Cortona is built on a steep incline where daily life gathers around Piazza della Repubblica and Piazza Signorelli. Mornings belong to market stalls and espresso at street-facing counters; afternoons are spent climbing stone lanes to church courtyards or lingering over wine. It suits independent travellers comfortable with vertical climbs, regional cooking, and layered Etruscan and Renaissance history away from heavy tour-bus corridors.
Start early at the Diocesan Museum for Fra Angelico's Annunciation, then climb the steep Via Crucis to the Medici Fortress. Lunch on duck pici at an osteria on Via Ghibellina, spend the afternoon in the MAEC Etruscan museum, and finish with evening wine at Piazza Garibaldi overlooking the glowing valley. Select 1 Day above to see it.
A second day lets you hike out the eastern gate to the quiet Franciscan hermitage of Le Celle along the wooded stream. Head down to the plain for lunch to explore the Etruscan burial mounds, then return to town for a massive Chianina steak grilled over coals, paired with Cortona DOC Syrah. Choose 2 Days to expand the plan.
Three days allow unhurried exploration of the Valdichiana border country. Drive south to the ferry at Passignano sul Trasimeno for lake fish on Isola Maggiore, or head west into Montepulciano for cellar tastings, returning to Cortona for late-night strolls along quiet, lamplit stone lanes.
See the Etruscan bronze chandelier at MAEC inside Palazzo Casali and explore the second-century BC Melone burial mounds down on the plain.
Order hand-rolled pici tossed with rich duck ragù or chianina meat sauce at family-run trattorias along Via Nazionale and Piazza Signorelli.
Sample bold Cortona DOC Syrah and Sangiovese blends produced in hillside vineyards facing southwest across the sunlit Valdichiana.
Climb to the sixteenth-century Santa Maria delle Grazie al Calcinaio and the hillside sanctuary of Santa Margherita above the fortress.
Walk the perimeter of the trapezoidal Medici Fortress at the top of the ridge and trace the monumental polygonal Etruscan town walls.
Try thick Chianina T-bone steaks grilled rare over wood embers and seasoned simply with coarse salt and local extra virgin olive oil.
Examine Fra Angelico's Annunciation and paintings by local master Luca Signorelli in the quiet Museo Diocesano opposite the cathedral.
Stop at Piazza Garibaldi at dusk for wide looks across the olive groves toward Lake Trasimeno, with a glass of crisp local white in hand.
Browse Piazza Signorelli on Saturday mornings for aged pecorino from Pienza, cured wild boar salumi, and seasonal porcini mushrooms.
Walk two kilometres east into the wooded valley to visit Le Celle hermitage, established by Saint Francis of Assisi in 1211.
Browse artisan workshops along Via Guelfa turning local walnut, beaten copper, and hand-painted glazed ceramics in classical styles.
Drive twenty minutes south to Lake Trasimeno for grilled perch, or forty minutes north to the antique markets and frescoed chapels of Arezzo.