Oboz has a handful of long-time hiking boot favorites like the Bridger above, but the brand has taken a turn toward being hipper and more modern with the Sypes. With this boot, you get a comfortable leather upper, Oboz’s proprietary B-Dry waterproof membrane, decent support and stability, and a fairly aggressive lug pattern for traction. With a mid-height build, the Sypes is not the most performance-oriented boot on this list but is a nice option for on-trail hikes and light backpacking trips. Last but not least, it’s a good-looking boot and we appreciate the everyday appeal.
Keep in mind that if you’re in the market for serious cushioning for long trail days or protection for off-trail scrambling, the Oboz Sypes Mid is not your best bet. The shoe is comfortable but feels flatter and less burly than some of the more technical models on the market, so if you plan on covering serious mileage over challenging terrain, the ruggedness is limited. That said, the boot is reasonably light at just over 2 pounds, supportive enough for those who want to step up from a hiking shoe, and Oboz has taken some nice steps in using environmentally friendly materials in the build.