Like the other poster it would be helpful to know where you'll be touring the other two weeks. Also, will you have a car while you're hunkered down? Will you want to do any day trips from that location?
I'm partial to coastal areas so would probably look for a place along the coast. Sciacca on the SW coast is a nice sized harbor town (about 40k), big enough to have things to do and good restaurants, etc, yet small enough to feel 'homey'. No train connections but easy bus connections to Marsala or Agrigento and, if you have a car, there are many places to explore from there. It's known for it's ceramics and there are lots of studios to explore and shop. It can be a bit touristy but not overrun. I was only there for a few hours but it's the kind of place I felt comfortable in and thought "I could stay here a while".