Fall’s Plaid Boots: Which Height is Right for You?

Whether you’re a highlands or a lowlands kinda gal, there’s a Scots-inflected boot for you this autumn

4.1” The Blocky Boot

Though it’s sky-high, a chunky build makes this boot stable for city streets. Kyoto Boots, $695,3.1 Phillip Lim, 212-334-1160

2.8” The Socky Boot

A slim, glovelike profile makes for an elegant, less-elevated silhouette. Amina Muaddi Boots, $790, Forward, by Elyse Walker, 866-434-3169

2” The Cocky Boot

The mirrored,...