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Castellina In Chianti Holidays

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Medieval charm amid the vineyards

The medieval village of Castellina In Chianti perches on a ridge among rolling vineyards and cypress trees between Florence and Siena. Its idyllic location mean Castellina In Chianti holidays give you easy access to a scattering of romantic Tuscan towns, where you can wander the pretty lanes to enjoy the hospitality of its family-run trattorias.

Among the village’s streets you’ll find centuries-old architecture, including the neo-Romanesque San Salvatore church and a choice of authentic cafés and boutiques on the pedestrianised Via Ferruccio. Day trip possibilities also include Badia a Passignano, a hilltop Benedictine abbey dating back more than 1,000 years, and the medieval castles and churches around Gaiole in Chianti. As their names suggest, the region’s towns are proud of their prime location in the Chianti wine region, and holidays to Castellina in Chianti aren’t complete without tasting its bounty.

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  • Discover the past

    Rocca Castle survives from Castellina in Chianti’s days as a medieval Florentine stronghold. Inside you’ll find a museum with local artefacts from the Etruscan era.

  • Head underground

    Via delle Volte is an impressive underground tunnel that circles the town below Castellina in Chianti’s fortified medieval walls – today it houses shops and restaurants.

Exciting tours and activities

From priority access for attractions, to day trips to historic sites, here’s our must see activities in Castellina In Chianti

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Your Castellina In Chianti questions, answered

Seek out traditional trattorias for home-cooked Tuscan cuisine, down-to-earth osterie for affordable farm-to-table feasts and enoteca wine bars for a glass or two of Chianti.

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