My major issue is a lack of road maintenance. I've noticed that bike lanes (and parking lanes) on arterial streets do not get maintained, which results in a very narrow right lane. Side streets get scraped (not salted), and this is done overnight - which can make for an interesting riding experience if it snows during the day.

Morning/daytime commutes are usually fine on side streets (due to the overnight scraping), so it's the evenings that pose a challenge. Fortunately, I do not work a strict 9-5 - my hours are a bit later - so I can leave work later and avoid the drivers out doing whatever they are doing. In a town of 50,000 things get pretty dead pretty early, so I'll sometimes take an arterial, gun it, and pull over occasionally to let cars pass, or ride the middle of a side street (and similarly wave cars around). A few times, I've ended up on the sidewalk, but that gets scary.