
Temperatures may still be rising in the capital, but with the plethora of outfit inspiration filling our social media feeds in the weeks since Glastonbury, we can’t stop thinking about bagging ourselves a pair of chic Chelsea boots. A timeless favourite of style starlets Alexa Chung, Sienna Miller and Kate Moss, no matter the season, pulling on a pair of Chelsea boots has the power to immediately give your look a dose of je ne sais quoi. So versatile is the style that they go with almost anything and never look outdated. However you plan to style them, read on for our pick of the best Chelsea boots to buy now and wear forever.
The best classic Chelsea boots
Whether you’re off for a long weekend in the Cotswolds, or looking to add a little polish to your everyday ensemble, a classic pair of Chelsea boots will be just the ticket. In polished tobacco leather, Church’s Monmouth boot is both practical and pretty, ideal for styling with your autumn workwear, while Proenza Schouler’s more fashion-forward iteration with contrast topstitching, will pair perfectly with your favourite vintage jeans.
For something a little less classic, opt for something with a Western edge like Saint Laurent’s sharp Cuban-heeled boots with a pointed toe, perfect for day-to-night dressing – or, go softer in Burberry’s tan leather style featuring the brand’s classic vintage check.
The best chunky Chelsea boots
Take style cues from our neighbours to the north and embrace the Scandi-chic silhouette that a pair of chunky Chelsea boots brings. Try, for example, Ash’s slip-ons with your favourite summer dress to add instant edge – a look that will be just as chic with thick tights and a leather jacket come winter. Alternatively, Gucci’s GG Supreme boots will work just as well, bringing their own pop of colour to your ensemble with monogrammed pink inserts that, perhaps surprisingly, go with everything.
Alternatively, take your look to the next level with a pair of unusually hued Chelsea boots, like these chunky stompers from Bottega Veneta in a statement cream colourway. Or, if you don’t want to push the boat out too far, Ganni’s low-rise Chelsea boots in a Kalamata olive-green hit the mark between classic and colourful.
The best heeled Chelsea boots
Want to elevate your weekend wardrobe? Plump for a pair with high heels to imbue your cashmere and denim uniform with a little more glamour. Alexander McQueen hits the nail on the head with its rock-chic Chelsea boots, complete with vertiginous heels. Ideal for chilly days, See by Chloé’s stack-heeled leather platform boots are as cosy as they are chic, and would look perfect paired with a floral maxi dress and shearling coat.
Gucci’s embellished Chelsea boots offer a slightly lower heel, perfect for days spent traipsing around department stores (or Holland Park, whatever floats your boat). Elsewhere, Brunello Cucinelli’s slimline Chelsea boots, with their sculptural heel and sharp, pointed toe, are the perfect pair for nights out on the town – pair yours with a super-short mini skirt to really show them off.
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