But then, I tend to stick to the City during winter.

Milwaukee isn't really all that bad for driving in snow. All it takes, except for maybe one or two days per winter, and we tend to sit those out, is decent tires and sane driving. Which means slowing down when the roads are slippery, and realizing that 4 wheel drive doesn't help you stop. And go out and play a little in a parking lot or something every winter, so you know how your machine acts in a skid.