If you ever find yourself in Madison, WI I would suggest doing as the locals do and walk around downtown as much as you can. You'll hopefully find yourself at the farmer's market during the day and at night you can have an impromptu barcrawl, like I (sorta) did.
Do start the night off right with a good "base". Head over to the Great Dane and get the brat plate. Wash it down with one of their deliciously smooth brews and head out for the night. Good start.
After your drinking binge, get a close-up shot of the Capitol Building all lit up. I'm sure you're wondering, was this an early night or late night? I'll never tell. But the ride home was fun and very very dark. I think the city of Madison saves money but not installing street lights. I wonder what their crime rate is like because of it.
And finish the long weekend barcrawl with a special image on your way to brunch. Perhaps you even take a little siesta on this sitting-on-the-curb, soaked-in-rain, mattress set.
Only in a college town.