Reality is that in the Great White North, there are some days when a 1 hour walk with the pups is just not feasible. Sometimes with the windchill it is -40C and its in and out....now lets snuggle by the fire.
But those days of -40 are maybe a handful in an entire winter - even in Brandon, MB. I've never resorted to boots, but if you are worried, then I would focus on the boots. They really don't need the jackets, unless of course you're trying to keep off the snow.
If it's snowing that heavily, the dogs and I ain't walking....they go into the backyward, do their business and are towelled as they come inside.
btw - I just picked up a blanket for drying dogs at the dollar store today. Can't wait to see how it works. It kind of feels like a chammy. I think it might work better than a regular towel. We'll see.