Mara Grand Leather Chelsea Boots, $200; Cole Haan
FRYE Women’s Molly Button Tall-SMVLE Riding Boot, $150.05; FRYE
The Brady Lowcut Bootie, $168; Madewell
Deliee2 Wide-Calf Riding Boots, Created for Macy’s, $79.50; Karen Scott
Madden Girl Dafni Bootie, $59.99; Madden Girl
Women’s Milla Tall Stretch Leather Boots, $765; Stuart Weitzman
Petty Low-Cut Suede Ankle Boots, $129.95; Sam Edelman
Suede Over-The-Knee Boots, $200; Anthropologie
Abbi Block Heel Bootie, $129.95; Halogen