Photo: Courtesy of timberland.com1/9Timberland women’s 6-inch premium waterproof boots, $170, timberland.com

Photo: Courtesy of barneys.com6/9R13 Rockstar “Double Stack” leather ankle boots, $1,495, barneys.com

Photo: Courtesy of matchesfashion.com8/9Tabitha Simmons Bexley leather ankle boots, $355, matchesfashion.com



