I went on a short hike with my cycling group today. It was about 25, but the wind was blowing hard enough to make it feel like about ten degrees F.
When I got there, one of the women (who was wearing jeans and regular sneakers) said, "Oh my God, aren't you freezing?" I was like, "why would you ask that?"
I had on my wool Jones Ware hiking pants, Ibex boy shorts, Smart Wool socks and hiking boots on the bottom. On top I had a base layer (not wool), an Icebreaker top, and my Go Lite jacket, along with mittens and a hat (not my coldest weather hat, but a good one).
It turns out that she thought that because I wasn't bulked up with thick puffy stuff, I would be cold. I told her one word: wool.