Not everyone has the chance to change their attire — including shoes — when going from the office to after-work gatherings. The unique styling of Red Wing's Weekender Chukkas enables it to translate seamlessly from work to play. The upper is crafted from oiled and waxed copper-colored nubuck leather that's first-wear comfortable thanks to lightweight stitchdown construction. That same construction method makes them resoleable, so when the comfortable Hill rubber outsole has run its course, it's easy to replace it with a new one.