What is good skateboarding weather in the winter?

As long as it's not raining or snowing, when it comes to temperature it's a matter of preference (what you feel comfortable in). When it comes to being windy, it doesn't bother me if the wind is pushing in front or behind me, it's only a problem if it's hitting me from the sides, becuz it will cause me to drift. You'll figure out to trail and error , the conditions that you like. I longboard so I can cruise in harsher weather.