Hi Michael — La Morra sounds great, best time to go up into that area is mid-October through mid-November. Be sure to check out the Alba truffle fair if you’re around on a Saturday or Sunday. It’s still early for the 2013 fair, but you can check out their website for more info: http://www.fieradeltartufo.org/.
It’s best to train into Bologna and Parma — you can drive a car in, but easier if you just park it near a train station and train between the towns. Ditto for Milano.
I’ll pull together a few recs on places to eat/stay in the 3 towns and post them here shortly.