The Host

We really only have his background as an innskeeper to use in guessing the type of clothing he wore. However, given his position, we can assume he wore middle class clothes, probably well tailored, but not overly expensive. His constant sucking up to the wealthier pilgrims indicates that he is aspirational in his tastes, so he would be dressed in newer clothes. He also would likely have taken care of his appearance given these same traits.