It really depends what you are looking for, do you want to stay in the burbs or be somewhere in the downtown area? There is usually a lot to do in Downtown Milwaukee during the summer and there are places downtown that have shuttles to the Brewer games. Hard to compare Milwaukee to NY or Boston, cabs are hard to find, there isn't a rail system and areas of downtown can be pretty dead at night. There is a mall downtown for your wife but it is on its last legs, plenty of restaurants and a couple of nice museums though. Basically need to know Milwaukee or burbs and can go from there. Public transportation isn't the best around here so if you stay in the burbs your options may be limited unless you rent a car.