Hmmm... a weather review? I guess...
I've had weather in many different cities, but I'll take the weather in Winnipeg anyday. Its much less expensive here, there's a lot more to choose from, and so many are breathtakingly beautiful. Saw sundogs the other day, yesterday it was snowing sideways on the highway, the northern lights were spectacular not long ago, and there's nothing like the crisp clean winter wonderland scene after we get 10cm of snow.
Sure, it takes time to dig out from under a snow, and sure, if you have a crappy car that you don't take care of, it might not start. But, if you have a properly maintained car, plug it in (I think remote starters were invented with Winnipeg in mind), have appropriate shoveling equipment and warm clothing, then Winnipeg is a dream.
Toronto and Vancouver are overpriced cities, and the weather there sucks, except for occasional nice days and higher temperatures. Slogging through the slush in Toronto for weeks on end, salt and mud on everything I owned, feet always wet and nose always running, it was hell. And the summertime heat and smog, don't get me going there. I moved there in the summer, had a car with no AC. Imagine driving on the 401 in stop and go traffic midsummer with no AC!!! Sorry, you can keep it.
Winnipeg's famous tag line "but it's a Dry Cold." is a truism that I embrace. Yes, its a dry cold, learn how to layer clothing a bit, and you'll be toasty warm. Very little salt to ruin your clothing/shoes, rarely any slush, and drivers that mostly know how to drive in snow. Take a walk in the crisp night air after a snowfall, 20 degrees below, see the snow on everything, including the trees, its magical.
Of courser, YMMV, especially if you've grown up somewhere else, but I've had many visitors from the south come up, and they all can't beleive how fresh and clean things are, and after being shown the art of layers, they fall in love with the weather...
My 2 cents worth,
Rubin