A hoodie and white chinos have secured themselves as veritable wardrobe heroes. Go for a pair of low top sneakers et voila, your outfit is complete. During the colder months, when warmth is key, it can be easy to settle for a less-than-stylish look. However, this look is a striking example that you totally can stay warm and remain stylish in the colder months. Those who are curious how to dress well as you reach your 50s, you have your answer.