You would think I would be able to help with this, but alas. Where I live, the idea of a weatherproof bootie (i.e. fashion shoe) is a bit of a joke -- there is no way I am wearing my booties outdoors in the winter we have been having!
Keep in mind that I typically move about on foot. We've had a lot of snow, ice, melting, slush, more ice, more snow -- it's disgusting out there. I actually ordered a pair of true snow boots at long last --- for years I had been "making do" with a pair of weatherproof crossover fashion/ winter tall boots from Clark's (a flat riding style) plus my gear hiking snow boots (which are short, like hiking boots) with the occasional day of fashion bootie wear when sidewalks were gloriously dry....and Blundstones for casual wear with jeans.
But this year? NO WAY.
My daughter appropriated my Blundstones. And they fit her better, anyway. My Clark's leak and the zipper is broken. My gear snow boots are fab for hiking but useless for walking around town (snow is deep and gets into them) and worse than useless for driving.
Even my fab La Canadienne weather proof tall boots only come out on special occasions. It's just too, too gross out there and I don't want to ruin them. Every day brings a fresh mess.
Ok. Rant over.
I WOULD consider La Canadienne or Aquatalia. Both are pricey, but you can find some styles at 6 pm. Pil got a fantastic pair of La Canadienne booties in patent earlier in the fall and they are weather proof.
If your needs are more casual, you could do what I also used to do and wear Blundstones. I wore this pretty much always in the yukky weather with my jeans in town. Ultimately I will probably get another, similar boot for mucking around yet looking "okay." Mine were the chisel toed model which looks a bit more refined.
