What Museumgirl said!
For myself, I live in a cold climate (eastern Ontario). My lifestyle is mainly casual to smart casual (I work from home, am mother to a teen, travel a lot, walk all the time). And essentially, I don't wear "shoes" in the winter (and not for much of the fall, either). I wear booties and boots.
My bootie capsule includes two dark neutrals (black and ink); one light neutral (cream), one mid-neutral casual boot (grey); one pattern (snakeskin); one colour (cranberry); one dressy (in bronze). Yup, I know. That's a lot of booties. But in my defence, I wear them for about 8 months a year.
I also have several pair of knee high boots and one pair of mid-calf boots.