I am on Team Fall and Winter 100%! This has been a fascinating thread to read. It seems like how we commute (by car or on foot) is really important too, along with color preferences, layering preferences, and how hot or cold we run. Here is my story, to add another data point!
I live in the Great Lakes region of the US, so winter temps are quite cold (e.g., in January, average daytime temp is 31 F/-1 C, nighttime temp is 17 F/-8 C). I like the cold--much prefer it to hot, humid weather--and temperatures around freezing, especially if it's sunny and not windy, feel very mild to me.
We are outside for extended periods every day, even when it's frigid, because we walk our dog three times per day (my SO and I alternate this duty). I do have a puffer, but will wear it only when I walk our dog in very cold temps (e.g., well below freezing, so something like 5 F/-15 C). For work, I typically wear a wool coat (I prefer how they look compared to a puffer), and I commute to work by car.
I love, love, love fall and winter clothes: The colors, the textures (tweed! corduroy! wool and cashmere!), the layering possibilities, the JACKETS, and most of all, the BOOTS! My favorite footwear are boots and booties, and so I don't quite feel like myself in the summer when I can't wear them to finish off my look.
Another factor is my work: I am an academic, so I am on an academic year calendar. The fall reminds me of new beginnings (I still think fondly of the annual J. Crew fall catalog in all of its tweedy, bright, patterned glory), and I teach during the academic year and give talks, attend meetings, etc. For all of these, I wear professional clothes. But during the summer I am home, doing my own research (and meeting virtually with colleagues), so my style is very casual and to me, quite boring relative to my fall/winter style.
I read this NYT article recently, about acclimating to cold weather, and I thought I would share in the spirit of camaraderie :). The winter is your friend!!
https://www.nytimes.com/2020/1.....covid.html
Here's an excerpt:
You can condition your body to adjust to cold temperatures in as little as three to seven days. “Practice” spending time in the cold by going out for a few minutes at first, then stay for longer stretches on subsequent days. Researchers know it works because they’ve studied cold habituation in soldiers in arctic climates and deep sea divers in freezing ocean waters.
“You can’t stay housebound and expect to go outside in the cold and feel OK,” Dr. Castellani said. “Make a foray outside multiple times to start adapting to the cold.”
ETA: A really cold office is terrible! I have used a space heater in those kinds of circumstances, because if you are sitting still in the cold trying to work, that is NOT pleasant! For winter to be enjoyable, there has to be a nice contrast between the crisp, biting cold and the warm, toasty inside.