Route is 17 miles each way. Temps get down to about 20º F (-7º C) at the lowest, although will usually be closer to freezing when I'll be riding. I have a set of fleece pants and a warm lightweight jacket that I don't mind layering with all of the below occasionally.

My goal is to have the fewest items that cover the most situations with proper layering. Don't mind paying a bit extra for performance and durability. Don't care much about looks, although you can't go wrong with black.

I go for Merino wool wherever possible for skin-contact clothing - seems to have the widest comfortable temperature range of what I've used.

Thanks for any input!