Likewise. I can't understand people who think 90 degrees and sunny is "nice weather." As far as I'm concerned, summer is just the hell you have to live through to enjoy the rest of the year.
I have a 35 year-old pull-over hoody that still keeps me warm, and a 25 year old Thinsulate stocking cap that I guard with vigilance. I have tried to buy another, and can't find one. When things get really cold, I pull on a pair of insulated coveralls. I learned that 40 years ago, from a tow truck driver in Kearney who hauled the truck off the freeway when the diesel gelled up. I learned about anti-gel in the same day.
There are also some nice long johns on the market. I have one pair that is triple layers. I used to wear two pair of pants, but the modern fabric is more comfortable. Both two layers of pants and long johns will keep wet pant legs from slapping your skin. The nice thing about layers is that the shabby clothes go on first, and can be topped with decent looking stuff. I was over at the coast once on a salvage operation wearing a light denim jacket. The temperature was around freezing, with a 35 mph wind out of the north. Everybody else was running around in those floofy insulated coats and wanted to know why I wasn't cold. I think I had five layers on my torso and three on my legs.