Town↕ | Province↕ | Population↕ | Famous For↕ | Known For↕ |
|---|---|---|---|---|
Siena | Siena | 53,062 | Palio horse race, Piazza del Campo | Medieval gothic cathedral, shell-shaped main square, 17 contrada districts, twice-yearly bareback Palio |
Lucca | Lucca | 88,879 | Intact Renaissance walls | Walk or bike the tree-topped 4km walls, birthplace of Puccini, hidden piazzas, Torre Guinigi with oak trees on top |
San Gimignano | Siena | 7,678 | Medieval skyscrapers | 14 surviving towers of original 72, UNESCO site, Vernaccia white wine, Gelateria Dondoli world champion |
Cortona | Arezzo | 21,807 | Under the Tuscan Sun | Etruscan walls, hilltop views over Val di Chiana, Frances Mayes book fame, Santa Margherita basilica |
Montepulciano | Siena | 13,721 | Vino Nobile wine | Renaissance hilltop town, noble wine cellars in palazzi, Piazza Grande, Twilight film location |
Pienza | Siena | 2,122 | Pecorino cheese, ideal Renaissance town | Pope Pius II's ideal city, UNESCO, pecorino aged in caves, Val d'Orcia views |
Volterra | Pisa | 9,700 | Etruscan heritage, alabaster | 2500-year-old Etruscan walls, Roman theatre, alabaster workshops, Twilight vampire town |
Arezzo | Arezzo | 97,821 | Piero della Francesca frescoes | Life is Beautiful filming, monthly antique fair, sloping Piazza Grande, less touristed |
Pisa | Pisa | 89,860 | Leaning Tower | Piazza dei Miracoli, university town, Arno river, Romanesque cathedral and baptistery |
Pistoia | Pistoia | 90,287 | Piazza del Duomo | Green capital of Italy 2017, plant nurseries, Romanesque churches, underrated by tourists |
Montalcino | Siena | 5,034 | Brunello wine | Hilltop fortress, Brunello di Montalcino DOCG, Sant'Antimo abbey nearby, Val d'Orcia gateway |
Monteriggioni | Siena | 9,966 | Walled fortress town | 14 towers along intact walls, Assassin's Creed game model, Dante's Inferno reference, tiny footprint |
Anghiari | Arezzo | 5,615 | Battle of Anghiari | Lost Leonardo fresco site, one of Italy's most beautiful villages, Tiber valley views |
Massa Marittima | Grosseto | 8,057 | Romanesque cathedral | Maremma hill town, Piazza Garibaldi Romanesque beauty, medieval mining heritage, less crowded |
Pitigliano | Grosseto | 3,735 | Little Jerusalem | Tufa rock cliff town, historic Jewish ghetto, Etruscan caves, dramatic photogenic skyline |
Montefioralle | Firenze | 80 | Chianti hamlet | One of Italy's most beautiful villages, circular medieval plan, Amerigo Vespucci ancestral home |
Castellina in Chianti | Siena | 2,749 | Chianti Classico wine | Heart of Chianti wine country, Etruscan origins, Via delle Volte covered walkway, wineries |
Greve in Chianti | Firenze | 13,883 | Triangular main square | Chianti wine capital, Piazza Matteotti triangular arcade, Castello di Verrazzano nearby |
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