What fun to hear other perspectives, Teresa!
I've lived in Canada all my life, so I've grown up with the drastic winters Sveta described so well. When I plan my outfits, I plan them based around where I'll be spending most of the day. Nine times out of 10, that will mean dressing for predominantly indoor temperatures. Those can vary, though, since some buildings are drafty and still cool despite the heat. Sveta is right, most places heat for between 19 and 21 deegrees C, but it doesn't always feel that way! I remember one day at work when the temperatures in my building were around 15C...lovely temperatures for an outdoor stroll in the spring, but insupportable indoors on a frigid day!
If I post WIW's in the winter, they will not feature my outerwear. The coat I chose to put on is my protective layer, not the key part of my outfit. The only time this would change is if I'm wearing a skirt, in which case the length of the hem will dictate the coat I choose.
Here's a classic winter ensemble for me.
Boots, jeans, woven top, cardigan or jacket, necklace. Outerwear will consist of a coat, a scarf and gloves. I hate hats and refuse to wear them (they also pose a safety risk for me, since they muffle my hearing and leave me unable to evaluate traffic safely). My red wool coat is my go-to coat when the temperature is anywhere from -2C to -11C, which is where it's at most of the time. Any lower than that, or if it's really windy, and the puffer will come out. The wind can drop the temperature by as much as 20 degrees on any given day, and anyone who doesn't check the windchill factor before leaving the house may be in for a rough time.
It may sound crazy, but I love our temperature swings here in Canada. Sure they can be annoying, but variety is the spice of life, and this applies to climates and corresponding wardrobe options! Plus, I sleep so much better in the fall and winter with cold air pouring through my window. Corey thinks I'm a raving loon because I sleep with the window open even when the temperature has dipped into puffer territory.