Castellina in Chianti Vacation Packages
Castellina in Chianti, on a hill at the crossroads of the Arbia, Elsa and Pesa valleys, is set along the Chiantigiana road that connects Florence to Siena. It is one of the most important destinations in Chianti. The city's origins date back to Etruscan times and came under Florentine control starting in the 12th century. It offers an imposing fortress, and along the ancient walls remains an underground tunnel, now called Via della Volte, with shops and restaurants. The view of the surrounding Chianti countryside is marvelous. Inside Palazzo Squarcialupi is the Enoteca Antiquaria, a wine shop for more than a century, which represents an important historical archive of wine, and which has helped preserve the original characteristics of Chianti Classico wine itself.
Castellina in Chianti
Hotels & Activities
Areas of Tuscany
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In the center of Tuscany - a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves.
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South of Siena - Hill towns, valleys, medieval castles guarding narrow road passes and isolated farmhouses. Perhaps Tuscany`s most captivating and picturesque region.
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Land of castle-dominated hill towns, misty blue mountains, and the remnants of Apennine forests. Splendid landscapes with famous monastic settlements, century-old trees and Romanesque parishes.
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Relatively uncrowded between Florence and Pisa - Towns with true architectural beauty and charm: mazes of narrow streets, Romanesque churches and beyond them stretches a land of genteel spas such as Montecatini Terme.
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Extensive beaches surrounded by high dunes and fresh pinewoods, characterized by clean water (certified blue flag beaches), interesting villages, and a background of the Apuan Alps.
Italy Customer Reviews
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An email sent out 2 weeks prior to trip would be nice, letting us know the email with travel details would be coming a week prior to the actual trip w ...Traveled on:10/11/2026
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Everything was great, the hotels were very nice and centrally located and within walking distance to all the must see attractions in Rome, Florence an ...Traveled on:10/7/2026
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The trip was great besides all of the trains in between cities left so early in the day that we only got 1 whole day in each city. Would have preferre ...Traveled on:10/4/2026
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Let me think about that and get back to you with some useful information ...Traveled on:9/30/2026
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Transportation was great! Hotels were fine, but you need to give them contact information! They all told me they had no way to reach out to me, aski ...Traveled on:9/29/2026





