You should really try and hang out more in the real downtown area, it's a lot nicer. Water street is a lot of fun, Lakefront brewery is a great tour, hit up as many of the brew tours as possible for free beer. Now that summer is (slowly) coming back, try and go to some baseball games. Bring a grill and a case of beer and have a good time. Make sure to show up 3 hours early (srs).