Cold is actually painful to me. So my biggest problem, or challenge, in winter, is motivating myself to go out and do my chicken chores, which I normally enjoy. I just have to dress warmly and bite the bullet, so to speak, take my courage in hand and go out there and do it.

I try to pick the warmest time of day to go out and throw a little scratch, clean the poop trays and gather eggs.
I use the dry deep bedding method and have no poop trays. I just toss on fresh bedding on top of the old bedding all winter long. I only clean out the chicken coop twice a year. Late in the fall before the first snowfall, and then again in spring after everything thaws out and can be cleaned out. Frozen poo is rock hard like concrete. I just cannot imagine cleaning poop trays in the winter.