In a seemingly never-ending quest for that elusive pair of riding boots, we've made it our personal mission to pick out the very best versions — just in time for your full transition into Winter wear. Whether you're on the hunt for classic black leather knee highs or longing for a tall set with distinct tassel and buckle details, we've culled 10 riding boot styles that look equestrian super chic. From Alexander McQueen's gorgeously sheen finish flat boot to Zara's elegant maroon-trimmed rendition, this should give you ample inspiration to saddle up and nab your favorite pair. That said, press "re-boot" on more traditional interpretations of these riding habit essentials and have some fun with it — we did! Click through to see our editors' picks.