The new Oboz Arete Mid Waterproof are some seriously comfortable boots, probably because they feature Oboz’ O FIT Insole. They’ve got a reasonable amount of cushion while still offering lightweight support. They’re mid-rise, with a small, perfectly-placed dip on the rear lip that saves my Achilles from unwanted rubbing. The Tempest outsole has tons of traction, while still managing to stay lightweight and flexible. These boots gave me the confidence to hike and throw caution to the wind. Available at Bob Ward’s and Schnee’s; $160.