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Driving recommends from SIENA to LE MARCHE

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In May, we'll be traveling through Italy for 3 weeks. The last leg of our trip we'll be leaving Siena heading to Le Marche. I'm trying to decide if it makes more sense to drive north all the way to Bologna (and stay there overnight) to travel to Le Marche via the A14, or if it makes better sense to just drive west from Siena directly to Le Marche (via SS73/SS318). I've been told that the driving is considerably more difficult verging on unpleasant (windy and unpaved roads?) on the Strada Statale (vs. A14 which is straight highway?). I'm not sure if this is accurate, and I'm hoping that some folks might be familiar enough with these two options to weigh in on the following:

1) Which route would you choose and why?
2) Is the SS73/318 route a sure bet way to make your passengers car sick? How windy is it? (hair pin turn after turn for 3 1/2 hours?) Is it mountainous or just rolling hills?
3) Does one route allow for better sightseeing (quick stops in small towns) over the other?
I'd guess driving through Umbria is more scenic?

Bologna to Le Marche seems to be 2.5 hours of driving.
Siena to Le Marche seems to be about 3 hours.

Thanks for any insights you can offer.

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