These Boot Styles Are Out, According to Experts

last updated 13 August 2019

It's actually impossible to think about getting through the fall and winter months without the perfect pair of boots. Seriously: It would been like getting through summer 2016 without the ideal off-the-shoulder top or pair of cropped flares—just not possible. While you probably have a go-to style already in your arsenal (maybe a classic black pair!), chances are your collection could use an update to feel current and fresh this season. Furthermore, refreshing your wardrobe with key styles is crucial before the super-cold weather really hits hard.

To give you a sense of the boot silhouettes worth investing in, we tapped some of the leaders in the industry—including designers from It girl–favorite lines Dear Frances and Rebecca Minkoff—to spill on the picks that are in and out this fall. Keep scrolling to check out the boots that'll step up your autumn and winter outfit game. Plus, shop your favorites, too.

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In: "Slim-line ankle boots are huge for winter, particularly in soft nappa and suede leathers. Block-heel boots are also a popular choice, which are perfect for all-day comfort."

Out: "Keep the metallics aside for the winter season."

Dear Frances

Spirit Boots

Everybody is wearing velvet booties this season.

Dear Frances

Spirit Boots

This brown hue feels incredibly fresh.

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In: "These days, I'm loving boots with an interesting texture or embroidery. I feel like it's really refreshing and modern."

Out: "I'm very over people wearing snow boots when they go out for dinner or to a bar. I don't think it's the best look."

Rebecca Minkoff

Lulu Bootie

This is Rebecca's favorite style!

Rebecca Minkoff

Maddox Bootie

All the cool girls are wearing moto boots this season.

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In: "This year, comfort is key, as seen in the continuing dominance of the athleisure trend that has been pervasive on the street style scene. People are staying away from skyscraping heels and booties and are now turning to casual, sportier styles that they can match with more formal apparel for that tailored but ready-for-anything look."

Out: "Overly embellished footwear. Simplicity and sleek styles in strong neutrals are what people are gravitating toward this fall."

Matt Bernson

Harper Boots

We'd pair these with distressed jeans and a moto jacket for hanging on the weekends.

Matt Bernson

Infinity Boots

The elevated sole makes these incredibly comfortable.

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In: "For boots this fall and winter, velvet is looking good. Rounded toes are popular, but a pointed toe is still going strong if you want to stand out from the crowd."

Neil J. Rodgers

Cara Ankle Boots

Skip your classic stilettos and try these for a night out.

Neil J. Rodgers

Lucy Ankle Boots

Slip into these if you're looking to make an instant statement.

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Ariat

Two24 Sonya Boots

It's the stitch detail that makes these particularly unique.

Topshop

Krazy Pointed Boots

These look so much more expensive than they actually are.

Ariat

Two24 Benissa Boots

These will go with everything.

Tibi

Rachel Ankle Boots

This heel shape is so modern.

Zara

Ankle Boots

Yes, you can pull off white boots.

Dries Van Noten

Ankle Boots

Because sometimes it's okay to have a little fun with your footwear.

Sorel

Waterproof Ankle Boot

Functional and stylish—love.

Sam Edelman

Taye Ankle Boots

Just imagine these with a midi skirt and cozy sweater for a chic work look.

Guess

Vohnda Mid-Calf Booties

The mid-calf style isn't going anywhere anytime soon.

Stuart Weitzman

Highlegs Boots

We'd pair these with a cute fall skirt and jacket.

Aquazarra

Rasputine Ankle Boots

The military-esque feel is very right now.

The Kooples

Heeled Boots

Sometimes you can't go wrong with the classics.

Ann Taylor

Tallulah Exotic Embossed Leather Booties

These literally look triple the price.

Chloé

Ankle Boots

We have a feeling Kendall Jenner will definitely test these out.

H&M

Ankle Boots

The lace-up detail is subtle yet statement-making.

Prada

Chelsea Boots

Chunky soles aren't going anywhere anytime soon.

Kenneth Cole + Noelle Suede Booties

Kenneth Cole

Noelle Suede Booties

These would look so cool with distressed jeans.

Gucci

Ankle Boots

How could you resist the classic Gucci stripe?

Stella McCartney

Chelsea Boots

Honestly, you'll just want to kick back in these forever.

Boot week is going strong at Who What Wear. Check out our coverage of the latest boot trends and styles for fall.

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Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.