I just started caching this month...so all i know is cold and damp here in PA. I have spent alot of time in the outdoors hunting, fishing, working, skiing, etc. The best combo of clothing I have found is Poly based long undies and a pair of military fatigue pants with a regular tee shirt and a fleece up top. I block the wind with either an unlined rain coat or a hooded lightweight jacket. The boots, as long as the feet stay dry all is well--to keep them warm try the walmart variety nylon blend socks they usually sell in sporting goods. Hat and gloves are the critical components, as said in an earlier post. It may not look glam...but i always stay warm and dry.