Am I understanding this correctly... that you want snow?

Cincinnati is kind of on the "thaw belt". It's cold enough to get snow, but in about a week it will get warm enough to all melt away. Most of the snow storms are about two inches. Once or twice there will be about six inches. It's impossible to predict when. Could start in November, might not start till January. It makes it difficult for commuting because you're never quite sure how to dress. In the spring, snow/warm weather can alternate every five minutes.

I don't have snow tires. I like riding in fresh falling 2" snow and studded aren't really needed. But when those tracks/ruts I leave, freeze that night I stop riding till they melt. Trying to ride through those ruts will take a rider down fast. But, like I said, in about a week they all will turn to slush and riding is okay again.

Cincinnati is along the river and it might be better to think of it as a sort of miniature grand canyon. It doesn't look like it because of all the trees, but try to ride it and you'll soon find out. Along the rivers it is very flat and easy riding. Up on top it's slightly rolling hills and fairly easy riding. In between, it sucks. Just one steep hill/cliff that the only worse than having to ride up... is to have to ride down.

If there are year round commuters they are probably live and work on top by the university. But I don't go there so I don't know for sure. In the winter I'll see a few along the river routes, but I start to slack off then so don't really know then either. I get a little better every winter, but have a lot more to improve. It's just the down hills. They all are very steep and stop right at a major intersection. If your brakes aren't properly adjusted, then you get t-boned on Rte 50.