Arezzo
The birthplace of the poet Petrarch (1304-74) and the Renaissance artist and art historian Giorgio Vasari, Arezzo is today best known for the magnificent Piero della Francesca frescoes in the church of...
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Castellina in Chianti
Castellina in Chianti, or simply Castellina, is on a ridge above the Val di Pesa, Val d'Arbia, and Val d'Elsa, with beautiful panoramas in every direction. The imposing 15th-century tower in the central...
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Colle di Val d'Elsa
Most people pass through on their way to and from popular tourist destinations Volterra and San Gimignano—a shame, since Colle di Val d'Elsa has a lot to offer. It's another town on the Via Francigena...
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Cortona
With olive trees and vineyards creeping up to its walls, pretty Cortona—popularized by Frances Mayes's Under the Tuscan Sun—commands sweeping views over Lake Trasimeno and the plain of the...
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Greve in Chianti
If there's a capital of Chianti, it's Greve, a friendly market town with no shortage of cafés, enoteche (wine bars), and craft shops lining its main square....
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Lucca
Ramparts built in the 16th and 17th centuries enclose a charming town filled with churches (99 of them), terra-cotta-roof buildings, and narrow cobblestone streets, along which local ladies maneuver bikes...
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Montalcino
Another medieval hill town with a special claim to fame, Montalcino is the source for Brunello di Montalcino, one of Italy's most esteemed red wines. You can sample it in wine cellars in town or visit...
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Montepulciano
Perched high on a hilltop, Montepulciano is made up of a cluster of Renaissance buildings set within a circle of cypress trees. At an altitude of almost 2,000 feet, it's cool in summer and chilled in winter...
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Panzano
The little town of Panzano, between Greve in Chianti and Castellina in Chianti, has inviting shops, and enoteche offering tastes of the local wine....
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Pienza
Pienza owes its urban design to Pope Pius II, who had grand plans to transform his home village of Corsignano—the town's former name—into a model Renaissance town. The man entrusted with the...
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Pisa
When you think Pisa, you think Leaning Tower. Its position as one of Italy's most famous landmarks is a heavy reputation to bear, and it comes accompanied by abundant crowds and kitschy souvenirs. But...
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Radda in Chianti
Radda in Chianti sits on a hill separating two valleys, Val di Pesa and Val d'Arbia. It's one of many tiny Chianti villages that invite you to stroll their steep streets; follow the signs pointing you...
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San Gimignano
When you're on a hilltop surrounded by soaring medieval towers silhouetted against the sky, it's difficult not to fall under the spell of San Gimignano. Its tall walls and narrow streets are typical of...
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Saturnia
Etruscan and pre-Etruscan tombs cut into the local rock can be seen in this town, a lively center in pre-Etruscan times. Today it is known for its hot sulfur thermal waters....
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Siena
With its narrow streets and steep alleys, a stunning Gothic Duomo, a bounty of early Renaissance art, and the glorious Palazzo Pubblico overlooking its magnificent Campo, Siena is often described as Italy's...
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Volterra
Unlike other Tuscan hill towns rising above sprawling vineyards and rolling fields of green, Volterra is surrounded by desolate terrain marred with industry and mining equipment. D. H. Lawrence described...
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