I go out with my spear real quick and kill a bear so I may use its pelt for warmth.
Srs answer:
For the coldest of days, I'll wear warm knee high socks under my pants, long sleeved shirt over a short sleeved shirt, jacket or nice sweater, scar, gloves, double layered hat. :3 I seldom go to these lengths, though. I'm usually too lazy or don't care enough, so I'll just put on a coat with my scarf and go. I have to be traveling out in the cold for a time longer than a trip to the store if I want to be troubled with lots of bundling.
Plus, I like cold weather. Ocha might not enjoy 50 degrees and below, but I do~ I enjoy it enough to wear shorts out, even when it's raining. <3 But only like, 40 degrees F at the lowest. xD
I miss my hometown now...