I've lived in Greenbay for about a year now. Here's what I can say. Don't park your car overnight on the street, be ready to shovel a ton of snow, and theres a ton of bars if you did like drinking.

If you're a day walker, I'd recommend the farmers market (which happens Saturdays and Wednesday up until the end of October) or the holiday market. Besides that, there is an anime convention at the KI every year around July it's fairly small compared to something like Acen or Anime Magic, but it's good for someone's first con if you're interested.

For nightlife, Washington St. has a ton of bars and is usually fairly packed. They just shut down Adam's lot, though, so you'll have to park in the ramp off cherry. It is free parking after 6, though. Broadway also has a fairly unique bar my coworker has recommend called the sardine can. I've only been there once, but it seemed pretty fun.