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The vast majority of the Tuscany region in July gives itself over to free music festivals in either street or theatre, usually from early evening into the early hours. I can recommend "Le notti di Giove" ( Radicondoli), the Festival of Radicondoli, the incredible night in the Abbey of San Galgano with Opera, Siena as the best location, with Feste della Musica and Siena music week being the most popular, with fantastic ranges of music from jazz, soul and pop to operatic, classical and all things Italian (this is Puccini and Mascagni territory.) Although hotels can be expensive look for small family run trattorias - many do bed/breakfast at reasonable rates. The stunning city piazza is a wonder to behold, and there are lots of other attractions, including Renaissance history, quieter nearby rural locations, the wine regions of San Gimignano and Poggibonsi and, above all, friendly welcoming people, great food and weather. Every day is a new adventure.
www.terresiena.it/en/events