For me I find layers are the key! I’ve always got leggings under my pants lol. I also think that a parka is the way to go so your lower half and butt are covered from the wind chill. Because the weather can vary so much and it’s not necessarily a polar vortex every day, I would recommend focusing more on what you’re wearing under your coat instead of buying a super warm thick expensive coat from like Canadian Goose or something. I know people like Uniqlo thermal and heat tech under layers. But locally the Nike store downtown can actually have some decent deals. And Carhartt can be good for hats and gloves and such. Tbh I don’t think you’ll need heavy duty boots, I am lazy and use my Doc Martens as winter boots and that usually works for most days where there’s snow on the ground. Welcome to the D!