The 25 Chicest Fall Boots Under $350

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This menswear-inspired bootie is a great option for commuting to work. Pair it with a slim black suit. 

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Don't be afraid of a light-colored boot — just use a protectant spray to keep them looking like new. This nude version would look fantastic with ... more Don't be afraid of a light-colored boot — just use a protectant spray to keep them looking like new. This nude version would look fantastic with cuffed jeans and a cozy, ivory cable-knit sweater.

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With a stretchy back panel, these knee-high boots won't squeeze your calves. Try them with an A-line mini for a modern spin on '60s mod styling.

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If you're a fan of '90s nostalgia but want a flashier take on the lug-sole boot, try this patent pair. Take a cue from Clueless and wear it with ... more If you're a fan of '90s nostalgia but want a flashier take on the lug-sole boot, try this patent pair. Take a cue from Clueless and wear it with a plaid skirt — but skip the pleated style for a refined pencil version.

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An asymmetric zipper lends toughness to the classic stacked-heel style and would look good with nearly everything in your closet.

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Chelsea boots are a great closet staple but instead of classic black, why not try them in a rich burgundy patent? It's a subtle way to add color to a ... more Chelsea boots are a great closet staple but instead of classic black, why not try them in a rich burgundy patent? It's a subtle way to add color to a dark winter wardrobe. 

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If you're going to attempt light-colored hues head to toe, this boot would be ideal paired with a white or pale-gray midi-skirt.

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If you like all-black everything, look to styles that add texture, like this croc-embossed version.

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Riding boots always feel timely in the fall, especially when worn with jeans tucked in. 

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Western-inspired boots feel tricky to wear, but the gold-trim toe is a fun way to mix up your black-bootie game.

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For the combat-boot purist, the Doc Marten gets reimagined in all black, down to the sole. Skip the jeans for this style — its wonderfully clunky shap... more For the combat-boot purist, the Doc Marten gets reimagined in all black, down to the sole. Skip the jeans for this style — its wonderfully clunky shape works best with short dresses and skirts that reveal plenty of leg.

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A tiny notch on the back of this deep-red pair is a subtle detail that's meant for showing off your socks. Try a black-and-white plaid pair for a fun ... more A tiny notch on the back of this deep-red pair is a subtle detail that's meant for showing off your socks. Try a black-and-white plaid pair for a fun combination.

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When pony hair is done right, it makes any style look especially luxurious. Just keep an eye on the weather, because this skin should not get wet.

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Looking for a boot that's both comfy and adds height? Go for one with a subtle platform like this Cheap Monday pair. 

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A bit of glamorous gold on the inside of the heel makes this the perfect bootie to wear for a night out.

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If you were bummed to have missed out on Alexa Chung's collab with Madewell and you refused to pay the markup on eBay, here's your chance to get a sim... more If you were bummed to have missed out on Alexa Chung's collab with Madewell and you refused to pay the markup on eBay, here's your chance to get a similar pair. 

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Here's another way to break out of the black-boot rut: Try a navy suede style with a stacked heel. It's just as versatile, plus, you'll be on trend co... more Here's another way to break out of the black-boot rut: Try a navy suede style with a stacked heel. It's just as versatile, plus, you'll be on trend come next spring.

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For a more polished take on the snow boot, try this pair by DKNY. It has a fuzzy faux-fur lining to keep you warm all winter long.

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If you're looking for a flashier take on the combat-boot trend, this zipper-trimmed version is the type of shoe you'll see on the street-style folk wh... more If you're looking for a flashier take on the combat-boot trend, this zipper-trimmed version is the type of shoe you'll see on the street-style folk when it snows next February.

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For a sleeker spin on the harness boot, this Madewell style has a slimmer sole and clean lines. It's exactly what you want to carelessly pull on with ... more For a sleeker spin on the harness boot, this Madewell style has a slimmer sole and clean lines. It's exactly what you want to carelessly pull on with jeans during the weekend.

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Little touches can make even the most simple styles special. In this case, it's a flap of leather that fastens snugly over a metal rivet covering the ... more Little touches can make even the most simple styles special. In this case, it's a flap of leather that fastens snugly over a metal rivet covering the back zip. Pair it with a mini and a cozy sweater.

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With a sculptural black heel, this sleek boot will satisfy any minimalist's cravings.

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Sharp, high, and what you'd expect Emmanuelle Alt to wear with her skinny jeans.

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Beau Coops might be a new brand to Americans, but the label is an Australian favorite for their unisex styles like this two-toned bootie. Wear it with... more Beau Coops might be a new brand to Americans, but the label is an Australian favorite for their unisex styles like this two-toned bootie. Wear it with dresses for a feminine contrast.

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Add this to your work-outfit rotation; it would look fantastic peeking out of gray trousers or with a jewel-toned midi-skirt.