7 Dress-and-Boots Outfits That Look Good Every Single Winter

As soon as there's a sign of winter (even the subtlest one), I'm quick to pull my favourite boots out from hibernation, throw on a floral dress and get outside fast. Over the past week or so, the weather has been perfect for boots, bare legs and wearing a dress sans coat or jacket. So what do last year's over-the-knee boots work best with? How can you wear your trusty white ankle boots best in this last half of 2018? And are Western boots more than a one-season wonder?

A few years ago, the boot market was quite limited: combat boots, black ankle boots and the occasional pair of OTKs were the norm. These days, you have more styles on offer than ever before. Not only are there more boots on offer but there's also an array of new dresses out there. That being said, exciting new outfit formulas are being presented on the streets and on our Instagram feeds. Keep reading to see dress-and-boot outfits that look effortless and current.

Prairie Dress + Western Boots

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(Image credit: Style Snooper Dan)

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(Image credit: The Street Pie)

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Printed Dress With White Accents + White Ankle Boots 

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(Image credit: The Street Pie)

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(Image credit: Style Snooper Dan)

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Long Dress + Combat Boots

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(Image credit: The Street Pie)

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(Image credit: The Street Pie)

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LBD + Black Knee-High Boots

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(Image credit: @styleheroine)

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(Image credit: @bettinalooney)

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Tonal Dress + Boots

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(Image credit: The Street Pie)

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(Image credit: Getty Images)

Boho Dress + Slouchy Boots

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(Image credit: The Street Pie)

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(Image credit: @nnennaechem)

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Midi Dress + Snake-Print Knee-High Boots

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(Image credit: @ada_oguntodu)

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(Image credit: @slipintostyle)

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Next up, the other winter outfits you can rely on.

This story was published at an earlier time and has since been updated.

Hannah Almassi
Editor in Chief

Hannah Almassi is the editor in chief of Who What Wear UK. Hannah has been part of the the Who What Wear brand since 2015, when she was headhunted to launch the UK sister site and social channels, implement a localised content strategy and build out the editorial team. She joined following a seven-year tenure at Grazia magazine, where she led front-of-book news, fashion features and shopping specials as fashion news and features editor. With experience in both print and digital across fashion and beauty, Hannah has over 16 years in the field as a journalist, editor, content strategist and brand consultant. Hannah has interviewed industry heavyweights such as designers including Marc Jacobs and Jonathan Anderson through to arbiters of taste including Katie Grand and Anna Dello Russo. A skilled moderator and lecturer specialising in the shift to digital media and e-commerce, Hannah’s opinion and work has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com, among many others. Hannah is often called upon for her take on trends, becoming known as a person with their finger of the pulse of what’s happening in the fashion space for stylish Brits.

Hannah currently resides in Eastbourne with her photographer husband, incredibly busy son and highly Instagrammable cat.