Madison is not in SE Wisconsin, and as stated in the announcement, ToAD will host Masters Nats. How that’s implemented is yet to be seen, but in general, SE Wisconsin is quite a bit flatter as compared to Madison. ToAD hasn’t had a stage outside of the lakeside counties in a long time.
Trek will host collegiate Road Nats, and it looks like at least the criterium will be in Madison proper. Madison previously hosted collegiate Road Nats about a decade ago, with the road race course in Blue Mound (west of town) a somewhat hilly route. Doubtful that the Blue Mound course will be used for Masters Nats.