A lot depends on the type of mower, and if I still had my old 21" Atco, with a sturdy roller, I probably would consider another cut or so.
But a wheeled rotary machine leaves marks which hang around for some time afterwards, and that is not a pretty sight!
Usually, by Feb, the grass is pretty well dormant, and not in good shape if there's been some snow, so we tend to leave it cut slightly longer throught the winter, and make it a bowling green come Easter!
I knew a chum who admitted that he once mowed on Christmas Day! I'd have thought there were better things to do...