The first key in looking for winter boots is to under the difference between a trend and a fad. Trends can be good; but a fad can be bad! Any style that is out of your comfort zone or something you might only wear once (think pink fur Ugg boots) may not be the best bet for your dollar.
Styles are "trendy" because they come back every few years and are popular again. Classic styles like pointed toes, or leather seam work, to name a few are "classy" and there is nothing bad about being a Classy Chick! Secondly, if you have $100, you may be able to get more than one pair!
Our favorite styles
A comfortable and chic boot like the safari-inspired Be Buckle Soon Boot ($50, modcloth.com) can be worn with skinny jeans, cargo pants or tights. The mix of fabric and faux leather also puts this boot on the fashion radar.
Cowboy boots never seem to go out of style; and there are so many variations! Wear them with skirts, boots, even your favorite leggings. For a twist on this style, try a shorter style like these Women's Pixie Western Boots ($45, payless.com). Or, unleash your inner cowboy with a pair like these Unlisted Shoes, Country Club Tall Boots ($89, macys.com).
Street smart boots
For the city girl who tracks miles in the urban jungle, the best boots have a low, wedge type heel and are made of leather or faux leather. Be a tough girl in a boot like the Madden Girl Zorrba Boot ($60, dsw.com) or city chic in the Rory Slouch Boot ($40, payless.com).
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