We don't go travelling much in the winter, but the opportunity might present itself. And of course there are the times you don't expect to have to go anywhere, but suddenly you do.
A recent Vivienne Files story showed how one might build a travel wardrobe as necessity requires and time permits, starting with a travel outfit of a heavy Fair Isle-patterned sweater, turtleneck, and black cords. (We will assume that the person would also be wearing an outdoor coat, hat, and gloves, and that if the snow or slush were anything much, that she'd switch the short boots for something more durable.)
Crocheted beanie, handmade. Gloves, gifted some time back.
I don't have a Fair Isle sweater, but I do have this Arnold Palmer pullover. (I found it in the men's section at the thrift store.)