For the last couple years, in shitty weather (basically most of fall, winter, and into spring) I wear boots as my everyday shoes. At first I went the cheaper route and for a hiking type of boot, I've found it's really worth the money to get a quality boot that doesn't fall apart. I've been wearing a pair of Danner's and they're incredibly well made and extremely comfy. If you're going for a hiking boot style of shoe, check them out.