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Suggestions please!

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I am working on travel plans for a trip to Italy in May 2013. I am traveling with my best friend. We plan to arrive in Rome, pick up a car and drive straight to Orvieto for the first night. From there we are thinking of basing in Perugia for 3 days to visit Cortona, Arezzo, Spello (whatever the time allows). From Perugia we would drive to Seina for 3 more days to visit some hill towns and the Chianti region. We will return to Rome for the last night since our flight leaves before noon the next day.

I would appreciate your thoughts on the plan so far concerning distances and drive times. We don't mind driving but don't want to spend most of the time in the car. Are the bases we have selected situated for the areas we plan to visit? We have been to the tuscany area once before.

I would really like to hear your hotel recommendations for Perugia and Siena. We generally spend between 100-150 Euros per night.

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