Rock a brown plaid wool blazer with charcoal wool dress pants if you're aiming for a neat, trendy look. Burgundy leather derby shoes integrate perfectly within a ton of getups. In the colder months, when warmth is key, it can be easy to settle for a less-than-stylish look in the name of convenience. This look, however, proves that you can actually stay comfortable and remain equally stylish in the colder months.