Favorite place to walk around for the hell of it: Capitol Square and then on to State Street
Favorite places to people-watch: Library Quad, State Street, Williamson Street
Favorite place to get a house-brewed pint: Great Dane
Favorite place to play pool: Great Dane (again)
Favorite outdoor biergarten: Great Dane (yet again)
Favorite place for pub food: Great Dane (can you tell I spend a lot of time there?)
Favorite hole-in-the-wall pub: Mickey's, especially on Wednesday nights when they do Celtic-music jam sessions
Favorite place for steak: Smoky's Club
Favorite Bagel place: Bagels Forever
Favorite place to get a burger, fries and a beer: Dotty Dumpling's Dowry
Favorite place to get ice cream to cool off in the summer heat: The Chocolate Shoppe on State Street (and shame on Cold Stone for opening up a shop right across the street from them -- bastards)
Favorite coffee house: Steep & Brew
Favorite place to get a cornish pastry: Myles Teddywedger's
Favorite place to get produce and cheese curds: Saturday Morning Farmer's Market on the Capitol Square (seasonal)
Favorite place to get a burrito: Pasual's
Favorite place for all other Mexican: Pedro's
Favorite place to read a book and soak up the spring/summer sun: UW Union terrace overlooking Lake Mendota
Favorite place to buy CDs: B-Side
Favorite place to have a picnic: Henry Vilas Park (plus you can work in a visit to Henry Vilas Zoo while you're there)
Favorite place to drive around and look at houses: Maple Bluff
Favorite place to catch a German oompah band: the biergarten at Capital Brewing Company
Favorite place to drink beer outdoors in the dead of winter: Capital Brewing Company (see http://www.capital-brewery.com/images/2007bockfestpix2/index.html (broken link))
And finally, if I could stay a few nights anywhere in Madison and money were no object, I'd stay at Mansion Hill Inn (www.mansionhillinn.com) (broken link). The Atomic Room is actually somewhat affordable. To see other lodging options in or near downtown, go to
http://tinyurl.com/34e8k7