OP: Are you willing to share in what area or region of the country you live ?
Do you like any winter sports ?
If you attend any of the cold weather LACs listed in your original post, you are likely to see guys wearing short pants outside when it is well below freezing. My point is that for many, the cold is a non-factor, while for others overcast days & cold weather lead to feelings of depression.
In short, it depends upon the individual.
Have you ever been to Boulder, Colorado ? There is a serious mountain biking & hiking culture there. Lots of sunshine.