Dress in a grey overcoat and a black turtleneck to look elegant but not too formal. For something more on the classy side to finish your outfit, complete this outfit with a pair of black leather chelsea boots. In the colder months, when warmth is key, it can be easy to surrender to a less-than-stylish look. But this look is a bright example that you can actually stay comfortable and remain stylish in the colder months.