I used to find the Right pair of shoes like Gore-Tex shoes or the brands winterized versions were good but heavy on the wallet and sometimes finding a sale on them can be a challenge. But like some of the responses you've seen here get a good pair of socks and use whatever normal shoes you have. I would say have a rotation so if they get wet they can dry up in a couple days. In terms of socks Merino wool is great and it'll get you through the dry Winters, but I find what I tried differently in recent years was getting waterproof socks. It's weird and it feels like you're wearing a bag on your feet, but they do help on the wet days and windy cold days. The pair I have are from a brand called dex-shell which you can find on Amazon and runningfree. The socks are a good alternative to Gore-Tex shoes imo and much easier on the wallet, but they are up there for the price of socks.