I just got a pair of 45nrth ragnarok shoes, So far so good for a shoulder season boot. When its cold I like the 45nrth wool hat with ear flaps. Most of the time I wear a simple glove cycling glove, when its really cold I will wear a pair of pearlizume lobster gloves. like wool but it can really hold the moisture. I have a smartwool shirts thats a synthetic wool blend so it dries quicker. Check out REIs house brand wool stuff a bit cheaper.