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We have been to Pienza a number of times. Each enjoyable. Our memories include the architecture and the food. Some travel books refer to Pienza as being overrated, but there is a good feel to the place.

Pienza Inside cathedral at Pienza Plazzo in Pienza
Cathedral exterior Cathedral interior Palazzo

Pienza is actually a fairly small town just each of Montalcino. It was a Renaissance experiment. In 1460 Pope Pius II directed that Pienza, his birthplace, should be florified into a city of art and renamed after himself. Well that got the construction going. The architecture is not stunning but the town has a good feel to it. Check our Great Places to Stay as there are some good restaurants in town.