Any weather that is cold: Thermal top with a T over it, Thermal pants with shorts over them... regular socks... some $5 cheapo gloves... sunglasses (of course)... skull cap.... oh, when I say thermal's, I mean $10 thermal long john underwear from kmart. The only issue I have is trying to keep the snot from sticking to the side of my face...
haha... this goes for 10+ mile rides... I find once I warm up I don't want all that heavy crap on my anyway... light and simple.