I’m in Portland and…it’s cold, but I was expecting it to be way more unbearable than this, because I’m enjoying the cold.
It’s generally not bitterly cold in that area unless they’re getting some freak storm, or unless you’re at Timberline. Mostly, it’s just cool and wet in the winter. Pretty mild! Occasional snow and ice in gross slushy piles, but more toward mid to late January. Enjoy your visit!