If you use a more casual approach to style, why not consider wearing a crew-neck sweater and charcoal vertical striped chinos? Black low top sneakers are a stylish accompaniment for this outfit. In the winter season, when comfort is crucial, it can be easy to settle for a less-than-stylish look in the name of functionality. This look, however, is a good illustration that you can actually stay comfortable and remain stylish at the same time in the winter season.