I really enjoy taking short day trips to see the rest of the state of Wisconsin. In particular, I find Viroqua extra fun because I get the best honey in the state from Jim Krause who keeps his hives there. Nothing even comes close to his bees.
There is a great second hand shop, too. It's called "Second Time Around" and never lets me down. But … the first "must do" stop is to get some coffee and a cream cheese flip at The Cakery & Bake Shop. It's a glazed pastry pocket stuffed with sweetened cream cheese. I don't know anywhere in Madison where they carry them, but Dan & Sue Thom who run the bakery always have them. The pumpkin bars are better than anywhere else as well!