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Assisi for 2 nights in October... or other town between Siena & Rome?

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Dear Fodor Italy friends,
We will be embarking on our 3rd trip to Italy in the last 4 years, my DH and I, to celebrate my sister's 50th in late Sept./early Oct. She rented a villa for a week in the Volterra area.
DH and I will be leaving out of Rome, and have booked a hotel near FCO the last night.... we we were in Rome on our first trip to Italy.....

Considerations for 2 nights after the Villa are: Assisi, Perugia, or somewhere else in Umbria. Or... ? Open for ideas. We prefer the smaller cities/towns. Went to Cinque Terre last trip :-) and Bologna/Modena, which we loved. Will have a car.

Ideas?
Hotel ideas?
Thanks so much
Patty

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