You guys are the best! I am answering the comments from yesterday's post here as I think there were many good ideas.
Annie, I think I'll do as you say and not skip Rome! :)
Jane, Teatro della Pace looks really nice but with the promotional rate, The Inn at Roman Forum is actually a tiny bit cheaper. I'll keep this one in mind though!
Marta, Castelrotto does sound nice - I will check out some hotels there. I leave towards the end of April so Castelrotto would be in early May.
Girasoli, Nicolas Inn sounded perfect - but they were all booked! I might check in again from time to time, though.
Sandra, I am flying into Rome, and then catching the train to Lecce, which takes about 5 1/2 hours. I used FF miles so I didn't have a lot of flexibility, plus I like the train! Residenza in Farnese looks nice but actually turns out more expensive than the Inn at Roman Forum. Canali is still in the running, though! 165 euro per night for a double. (And yes, I love the Daily Show...)
Marcia, I have been enjoying following others travel so I am excited to have you follow along! Bologna is pretty great, hope you get to see it one day.