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Pour la Festa dell'Uva of Scansano, aim for spots on the outskirts rather than the historic center, usually closed or subject to restrictions during the festival. You can try the area of Via 4 Novembre, near the Piazzale della Botte : this parking lot is located about 300 meters from the center, i.e. a few minutes on foot. But don't consider it a guaranteed spot for the event: access points and available spaces can change according to local ordinances and temporary signage.
On the weekend, especially Saturday and Sunday, arrive early if you want to avoid circling for a long time; spots near the village can fill up quickly. Follow the detour signs and the directions of traffic officers rather than your GPS, which may send you to closed streets. If the Piazzale della Botte parking lot is full, park only in authorized spots along the edge of the village, even if it adds a bit of walking. I wouldn't count on a shuttle without confirmation for the edition in question: check the traffic information published just before you leave.
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