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I have a good buddy that lives in Madison. Try to visit at least every other year. Ditto on what HonestChieffan said. Very liberal and high taxes. My buddy lives in Fitchburg, a nice area to the southwest of downtown. A nearby city is Verona, good schools and close enough to the downtown area. They bitch about the commute as it gets pretty crowded at rush hour.
Have a real good snow car. They don't salt the streets and the snow piles on the sides of the street can seem like you're driving through canyons.
Great brewpub downtown called the Great Dane. Essen Haus for authentic German food. Capitol Brewery puts out decent beer. State street is a pedestrian mall that runs from the capitol to the university. Lots of indy businesses catering to the college crowd. It is easy on the eyes.
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