Originally the site of a Benedictine monastery in the Middle Ages Montescudaio town became an important due to its strategic location. Along the "path of memory" are the palaces of noble families, such as Marchionneschi, the Ridolfi and Guerrini, the Church of SS. Annunziata, until you reach the Tower of the Castle Square and Guardiola with the Church of Santa Maria Assunta , placed in a panoramic position above the village.Another itineriario along the Via dei Pellegrini, the area of 'old Abbey, the natural oasis of Scornabecco equipped and medieval sources.
Montescudaio is part of the 'National Association of City of Wine and has its own DOC, which includes the towns of the Val di Cecina, Volterra excluded. In 1968 he founded the Wine Festival (first weekend in October), while in 1977 the wine gets deonominazione origin of two types: a red wine made from Sangiovese, Trebbiano, Malvasia and other varieties, and a white-based Trebbiano, Malvasia and Vermentino which can be produced as Vin Santo dry, semidry or sweet.
In addition to being City of Wine, is also Montescudaio City Bread, a classic Tuscan bland baked in a wood.
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