For Jon: A long, fuzzy fur jacket over your black or dark-gray battle armor and boots. Wear a black curly wig, carry a sword, and look sad.
For Ramsay: Black pants, black leather gloves, a black jacket, and a long cape with fur at the collar. Wear a brown wig, and to add a special touch, carry around a few dog stuffed animals or a shield with the Bolton sigil on it.