This is my absolute favorite of hilltowns in Tuscany! I prefer this over Montepulciano, for ease of parking, ease of seeing all there is to see of this perfectly preserved Renaissance town. The perfect perservation is due to it being the birthplace of Pope Pius, originally of the renowned Piccolomini family. He directed a lot of Vatican money to perserve it and centuries later visitors can walk among the sheer beauty of the place. Wonderful central piazza, great restaurants, places to get a gelato and just rest tranquillo people watching. You can purchase great wines in the shops and gourmet products typical of this area such as truffles, pecorino cheeses and great wild boar salamis. If you want to visit a beautiful Renaissance town with children in two, this is the place to come! Can be combined with a beautiful drive through the iconic Val d'Orcia, a UNESCO Heritage Site with the rolling hilltops with cypress paths leading to farmhouses. Yes, this is where all the calendar art comes from! Enjoy. I visit Pienza often and never tire of the panoramic views.
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