The city has an old Duomo and you should not miss a visit. The Duomo begun in 1592 and finished in 1630 is Ippolito Scalza's masterpiece. The face was not finished, The most beautiful church is located at the exit of the city and it is called San Biagio. This unique church was built of honey and cream colored travertine. This Church is Sangallo's masterpiece begun in 1518.
A visit at montepulciano should not take to you more than half day. The next town you should visit is Pienza just 10km far away.
If you want to stay for lunch or dinner in the city I would suggest to you a couple of places:
expensive:restaurants le grotte (very high quality food) 40 euro/person aprox
cheap: with outside terrace, il pozzo di Pulcinella is very good value for money, 15 euro/person aprox
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