O's Boot Guide
Photo: Gregor Halenda
Your Boot Search Is Over

Ankle bootsUnder $100
The most affordable, great new boots this season.

Ankle bootsSweet and Low
We love short boots because they're young and trend-conscious. Pair them with full-length pants—skinny, straight leg, bootcut, or wide leg—for the chicest results.

Midcalf bootsHappy Medium
Midcalf boots make a statement without too much height and are perfect with a to-the-knee skirt.

Over the knee bootsHigh and Mighty
For instant attitude, you can't do much better than dramatic height.

Wide calf bootsLeg Room
Big calves are an inherited trait (no amount of diet or exercise will shrink them). But there are plenty of accommodating boots, and you can get your favorites tailored to fit (a shoemaker can replace a zipper with elastic).

Rain bootsRubber Soul
If it's raining chains, these natural puddle-jumpers will do the job.


Rain bootsShoe Boots
Hybrids at truly great prices (yes, these are under $40!).


Vegan bootGood Sports
Vegan boots that have nothing crunchy-granola about them.


Knee bootsKnee High
19 styles that will be your go-tos this season.


All-weather bootsAll-Weather Workers
Snuggly, fuzzy and fit for a blizzard.