I think Road America might be here to stay. Nationwide has been known to revive these tracks (see Mexico and Montreal) and having 3 road course races a year is a rather good idea. It allows teams to amortize a new chassis over 3 races a year rather than 1 or 2. Rather than it costing 50% of a chassis cost, it now costs 33.3% per event. I sincerely hope Milwaukee is back in the near future, I know all to well what it is like to lose your home track and big event (I've worked at Mansfield Motorsports Park since 2005). Now, in a strange twist of fate, Mansfield may gain the truck date from Milwaukee.
What I think will happen in 2011 is if Milwaukee is stable and able to run the races, they will get them. Maybe the 2nd Nashville truck race and 2nd Gateway Nationwide race will be the donors for Milwaukee.