The first winter I didn't have proper clothing and it was really hard. But now I have all the right gear and it feels very comfortable and natural. It's interesting. Also when Spring arrive I really get to enjoy it, the connection to the nature around is strong.
The only issue is finding the right gloves for typing on the computer, I haven't found any good ones yet.
Oh and in the morning I have to remember to quickly warm up my macbook pro otherwise the cold make it shut down. If it wasn't the work laptop I would use something else, the metal case is not pleasant when it's really cold.