Herringbone is one of those patterns that looks effortlessly considered when it’s done right and immediately budget when it isn’t. The difference usually comes down to the weight of the cloth, the tightness of the weave, and whether the lapels have any real structure to them or just sort of give up halfway down. A cheap herringbone blazer looks like it wants to be something else. A good one looks like it was always the plan. We’ve been looking specifically at options that hold their shape through a full day, photograph well without looking costume-y, and work equally with dark trousers for something pulled together or worn over a white tee on the weekend without irony. Scale of the pattern matters more than most people realize. Too large and it reads novelty. Too fine and you lose the point of wearing it at all. These are the ones that get the balance right and actually look better the more you wear them.