10 Prettiest Villages And Towns In Tuscany, Italy | Tuscany Travel Guide The Best Small Towns in Tuscany · Cortona · San Gimignano · Montepulciano · Radda in Chianti · Pienza · Volterra · Colle Val d'Elsa · Fiesole. Fiesole, Italy. Beautiful Tuscan Towns to Visit · 1. Cortona · 2. Montepulciano · 3. Lucca · 4. Pitigliano.
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