O's Ultimate Boot Guide

Photo: Gregor Halenda

 Ankle or knee length, flat or well heeled, warm-and-fuzzy or urbanely polished, it's the year of the boot, and never before have there been so many options to choose from. We hunted high and low to bring you the best, from the luxurious to the sanely priced (which means plenty for under $100).

See the top boot trends of the season, 15 great new styles under $100, and scroll down to browse over 70 styles in nine categories!

Your Boot Search Is Over

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

Sweet 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.

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

High and Mighty
For instant attitude, you can't do much better than dramatic height.

Leg 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).

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


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


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


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


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

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