Winchester Shirt

Among men’s shirts, perhaps one of the most underrated options is the so-called Winchester style.

While not as commonly seen as other shirt styles (especially today), it remains a smart choice–provided you know how to wear it well! As such, here’s our definitive guide to what a Winchester shirt is, where it came from, and how to incorporate it into your outfits.

In simplest terms, a Winchester shirt is a dress shirt style that is colored, striped, checked, or otherwise patterned, but that has contrasting collar and cuffs (which are almost always white). You can sometimes find models that don’t have contrasting cuffs, but rather that match the body of the shirt. In either case, though, the collar will be contrasting.  The advantage of such a shirt style is that it is somewhat more formal, given its white collar and/or cuffs combined with a pop of color and/or pattern in the v-shape between your collar and the lapels of your jacket.