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Pienza to Lake Como

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We will be staying in Pienza the middle of May, using it as our home base while in Tuscany. From Pienza we will be traveling by rental car to Lake Como for a few days before flying out of Milan for home. Since Bologna seems to be on the way to Pienza I am wondering if it would be a good idea to book a night stay there and travel on to Lake Como. I have not been able to find good travel times from Pienza to Lake Como and would like to have a more relaxing drive. Any advise/recommendations for places to stay will be greatly appreciated.

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