This pairing of a grey hoodie and navy chinos is an interesting balance between fun and stylish. With shoes, go for something on the classier end of the spectrum by rounding off with casual boots. During the winter months, when functionality is paramount, it can be easy to settle for a less-than-stylish getup. However, this getup is a clear example that you totally can stay toasty and remain stylish at the same time in the winter months.