Milwaukee's a whole lot more fun without kids. All of my favorite things in city are much tougher to do with them in tow, if not impossible. The art museum is wonderful, as is the Arts Performing Center. The Pabst is a great place to catch a concert. The riverwalk is lovely this time of year, and greatly improved by the new Ale Asylum Riverhouse. The bars on Water Street are fun for about an hour after a guys' day on the course, and the patios and overheard conversations from passers by are entertaining and relaxing after that. You can get front row seats to Bucks games and watch the world's most charming and bizarrely gifted basketball player for $35 on many nights of the year, and Brewers games are a great party with some of the world's friendliest people. Milwaukee is like a dirtier, grittier, seedier, tiny version of Chicago, but without all the cloying tourist-friendly spots. In keeping with the theme of this thread, it makes for a great base camp during a buddy trip, with the women and children locked away somewhere safe a few states away. Indianapolis gets my vote as most underrated city, but Milwaukee really speaks to the deep corners of my soul that are simultaneously dark, affable, in love with cheese, and prone to bouts of borderline alcoholism.
And we get it, Phil. You don't like the River course.