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7 Strong Winter Outfits Featuring Skirts and Boots

December 19, 2021 at 06:07AM

When you’re tired of wearing your jeans (and, let’s face it, your joggers) on loop, what should you wear? I can tell you that this has been a hot topic of discussion on the Who What Wear UK Slack channel this week, especially with the new season coming into view. There was talk of new colour trends, the pieces French women always reach for and the coat that always looks so expensive (no matter how much you’ve spent on it). But the one thing we all settled on as a great look that works for now and spring is the classic skirt-and-boot combo. 

Right now, the skirt needs to say “I’m ready for 2022,” but the footwear needs to say, “Do you realise that it’s still winter?” And trust us—the look is so easy to adapt. Whoever you are and whatever your personal style, there’s a skirt-and-boot pairing out there for you. Whether you wear an eternally chic pleated skirt with heeled knee-high boots or prefer to prioritise comfort, you can’t really go wrong.

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For inspiration, we looked to some of our fashion friends who have been wearing this fail-safe combo on repeat. Keep scrolling for some much-needed winter-dressing ideas and to shop any key pieces you might not already have in your wardrobe to achieve these ‘fits. 

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Kate Spade Autumn/Winter Sale

Style Notes: Cancel out the chill when wearing a trending miniskirt with a pair of knee-grazing boots. 

As classic as blazers come. 

A mini with pockets? We’re sold. 

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These boots are on every editor’s wish list. 

Style Notes: Checked skirts are a fashion classic—bring them up-to-date with a pair of of-the-moment square-toes. 

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The jumper silhouette that’s dominated for two years now. 

Tartan always comes back in style. 

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These boots look so expensive. 

Style Notes: Get more wear out of your slip skirts with a pair of slouchy heeled boots—this combination of teal and ecru is beautiful. 

Trust us—you’ll wear this velvet blazer more than you think. 

The perfect shade of teal. 

Another excellent high-street boot option.

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Anya Hindmarch - I AM A PLASTIC BAG

Style Notes: For a cosy texture combination, try wearing a suede-finish skirt with a pair of leather boots (a cashmere cardigan won’t hurt either). 

An essential knit in any wardrobe. 

This suede skirt is so chic. 

These boots also come in ecru. 

Style Notes: Create an elevated aesthetic by matching the colour of your skirt to that of your boots, like this chic navy example. 

We love the subtle sparkle in this knit. 

Up there as one of the most elegant skirts we’ve seen. 

Sock boots are ideal for dressing up jeans, too. 

Style Notes: Give your more formal skirting a cool overhaul with the addition of rubberised boots—knee-high for minis, ankle for midis. 

We keep coming back to this tweed co-ord. 

The vent in this skirt is a key detail to note for 2022. 

We had to do a double take when we saw the price of these boots. 

Style Notes: If staying cosy and comfy is of the utmost importance, do so in a pair of chunky leather boots and a knitted skirt—we promise it’s just as comfortable as your joggers. 

A knit we know is going to fly. 

Because who wouldn’t want to fill their wardrobe with The Row? 

Waterproof and versatile? These boots are a wise winter investment. 

Next Up, Spring/Summer 2022 Trends: The Only 17 Looks You Need to Know About

Author Maxine Eggenberger | Whowhatwear
Selected by CWC

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