The quality of a pair of shoes is defined by the materials used and the shoe’s construction. The highest quality does not mean expensive exotic leather. The absolute best is considered full-grain leather which is more durable, breathable, and, in time, molds to your feet, which will make the shoes most comfortable. When you look at the label, make sure it says genuine leather and specifies what type of leather it is. As for construction, look for stitched shoes that will last longer than glued shoes, which often fall apart at the slightest bit of rain. Also, stitched shoes can easily be repaired if need be, while glued ones, not so much.