The North FaceThe North Face Back-to-Berkeley Low Down ($110) hiking shoes are a perfectly executed throwback to a simpler time, when bell bottoms and hang-glider-sized collars were all the rage. But their retro good looks belie the cutting-edge technology infused throughout: a waterproof suede and polyurethane coated ballistic mesh upper, an inner HydroSeal waterproof membrane liner, 100g PrimaLoft Eco insulation, Winter Grip rubber outsoles and IcePick temperature-sensitive lugs — all designed to help you stay warm and brain side up when conditions get slick. Wear them on your next day hike, and the combination of form and function should get more than just the attention of the 50-year-old ladies on the trail.
Buy Now: $110