9 stylish pairs of boots to wear with dresses while we wait for it to warm up

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So long, sandal season. If the temperamental temperatures of spring have taught us anything it’s that we need to upgrade our summer footwear arsenal to include boots that will work with our legion of dreamy dresses.

Rain, rain go away may be the line we keep chanting as we remain stationed in our homes watching the sporadic springtime showers, but not all is lost as the drizzle continues to fall. Particularly not as it pertains to our sartorial choices.

While we love a good trainer to wear with a dress, when it comes to the great British weather, few footwear choices come close to being as comfort and fashion-forward as boots.  

Among the pantheon of stomper boots, cowboy boots and buckled boots, it’s little wonder summer is so often seen as sandal season. But this is when boots come into their own. When they’re allowed to do all the talking, having spent all winter bundled under floor-sweeping coats and contrasted against tights and jeans.

The best thing about adding boots as the finishing touch to your outfits is their versatility. Here’s a shoe that can bring to life all manner of dresses – mini, midi or maxi, pick your poison – as well as working together with your other sartorial essentials. See: trousers, skirts and shorts.

If you’re in need of a bit of a nudge in the right direction, then keep on reading for our guide to the best boots to pair with your dresses.

  • Ganni leopard hiking boots

    Ganni leopard hiking boots

    You were sorely mistaken if you believed that fashion’s flirtation with hiking boots was reserved solely for winter. Toughen up a whimsical milkmaid dress or a floaty floral frock with a pair of chunky, funky hiking boots. 

    Shop Ganni leopard hiking boots at The Outnet, £172

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  • Asos Design chunky Chelsea boots

    Asos Design chunky Chelsea boots

    Endorsed by Celine and Bottega Veneta, the chunky-soled rain boot has enjoyed a steady ascent to the lofty heights of fashion fame in recent months. Don’t put off embracing the riff on the classic wellington boot; wear with short, midi or maxi dresses and allow the boots to introduce you before you have to say so much as a word.

    Shop Asos Design chunky Chelsea boots, £52

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  • Ariat Primetime western boots

    Ariat Primetime western boots

    The perfect way to inject a little bit more fun into your fashion, cowboy boots are a wondrous choice to amp it up. Pair with mini or maxi dresses to avoid the awkward flash-fleshing of a high boot just below the knee alongside a hemline that sits just above the knee.

    Shop Ariat Primetime western boots, £185

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  • Reiss Ave leather stomper boots

    Ave leather stomper boots

    Sported on the feet of fashion’s most famous figures, you need not retire your stomper boots for summer. Juxtapose their chunkiness with your slinkiest or silkiest of dresses, and for the rest of the year, wear with your arsenal of other clothes. Summer footwear is sorted.

    Shop Reiss Ave leather stomper boots, £135

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  • Dear Frances Ana boots

    Dear Frances Ana boots

    Knee-high boots are the ultimate stylish accoutrement to a bohemian-esque floaty floral frock. For the days when there’s a chill in the air, simply throw them on with ripped baggy jeans, too.

    Shop Dear Frances Ana boots, £325

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  • Everlane The Glove boot

    Everlane The Glove boot

    These sock-like boots might not look as though they’ll work with a dress, but here’s the reasoning: with an oversized XXL smock dress, there’s no better shoe than a short and sweet sock boot and this comfort-first pair is proof. Keep your dress as baggy as possible to really make the look work.

    Shop Everlane The Glove boot, £64

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  • Isabel Marant Defya suede ankle boots

    Isabel Marant Defya suede ankle boots

    White boots are a summer perennial, and perfect for a BBQ, a park party or a dinner with friends. Wear with any length of dress you like, just make sure to keep it pared-back in terms of palette, so as to allow the boots to make the right kind of statement. 

    Shop Isabel Marant Defya suede ankle boots at Matches Fashion, £385

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  • Topshop Texas premium leather knee high western boots

    Topshop Texas premium leather knee high western boots

    This turquoise pair of knee-high cowboy boots simply need to be worn with a smock-style mini, et voila. Giddy up for one serious style statement.

    Shop Topshop Texas premium leather knee high western boots at Asos, £130

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  • Alohas North Patchwork vintage boots

    Alohas North Patchwork vintage boots

    To accompany your favourite vertiginously hemmed dresses this summertime, opt for a pair of classic retro Alohas boots, which are a statement in and of themselves.

    Shop Alohas North Patchwork vintage boots, £284

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Images: courtesy of brands

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