You don’t need a horse to justify a pair of riding boots. The classic equestrian style is one of the most timeless to have in your winter-boot repertoire. In fact, so enduring is the silhouette, it has barely altered from its military origins and looks just as chic today as it did when worn with a navy blazer and straight jeans by Princess Diana in the ’80s. Add to your winter layers for functional ease and instant polish.