To achieve an off-duty outfit with a modern take, try pairing a beige harrington jacket with brown chinos. When it comes to shoes, go for something on the more elegant end of the spectrum and complete this ensemble with brown leather tassel loafers. So if you're scouting for a neat ensemble that will take you from winter to spring, this one fits the task well. Those wondering how to stay stylish in your fifties, you have your answer.