Best Bet: Kara Boots

With temperatures dipping into the low sixties, it won’t be long before we’re swapping out our worn-in sandals for boots. Aussie footwear brand Senso is best known for statement heels and splashy colors, but the fall Kara boots are comparatively restrained. The kicks give you an extra three-inches of height, but have the easy mobility of a wedge. The sculptural cutout detail pairs well with skinny jeans or leggings (without awkward bunching), and the sliver of leather at the toe provides a subtle contrast to the black suede upper.

Senso Kara Boots, $198 at Dear Fieldbinder or online.