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

Hannah Almassi's avatar
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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.

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Hannah Almassi
Hannah Almassi
Managing Director, Women's UK

Hannah Almassi is the MD for Women’s UK at Future PLC. Following a decade-long tenure as Who What Wear UK’s first Editor-in-Chief, she now oversees Who What Wear and Marie Claire in the 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. As an expert at the intersection of content, commerce, building brands and monetising digital platforms, she now combines her editorial experience alongside business acumen to help guide digital titles into the future.