It’s that time of year when we reach for our closed-toe, warm and weather-proof shoes and boots (the clouds are rumbling as I write this).
Ankle boots and mid-calf styles are perfect for the transitional months of autumn, especially in suede, but there is one style of boot that is both practical and stylish for the colder days ahead: leather knee-high boots. Not only are they trending now, but knee-high boots are also a versatile staple in your capsule wardrobe, pairing beautifully with everything from skirts of all lengths to dresses, sweatpants (yes, you heard that right!), leggings and even our trusty jeans.
I've been wearing a reliable pair of knee-high boots from high-street favourite Whistles for several weeks now, and they have become my go-to for everyday looks. Sitting just below my knees, with an almond toe and flat rubber lug soles, they are crafted from premium black leather. Their shape and material make them suitable for all weather conditions, and they easily elevate casual evening outfits, too.
Through my social media scrolls and walks around London, I've seen other style-conscious people styling knee-high boots of all designs in so many ways. And it's not just plain, flat pairs; I’ve observed an increase in patent, lace-up, heeled, buckled, pointed-toe, sculptural and form-fitting knee-high boots, demonstrating just how adaptable this trend can be and how well it suits many aesthetics.
If you're eager to put your best foot forward this winter, keep reading for seven tips on how to style knee-high boots. Plus, I'm sharing my favourite pairs you can shop now.
1. Knee-High Boots + Funnel-Neck Jacket + Lace Skirt
Style Notes: Just because it's suddenly chilly and drizzly, it doesn't mean you can't dress up. Make like Hannah Lewis and go for a funnel-neck jacket (buttoned to the top), a pretty, lace-trimmed skirt and high-shine knee-high boots with a heel for a look that serves chic city-slicker. This is a masterclass in how to wear heeled knee-high boots in a dressier, day-to-night way. The monochromatic palette keeps this look timeless, and will take you from meetings to dinner plans in one fell swoop.
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Róhe is the jacket brand to know right now.
Such a pretty skirt, which also comes in nine other colours.
So chic and a little bit sexy, these will do all the talking.
Add an exotic touch to your look with this snake-effect Khaite bag.
2. Knee-High Boots + Suede Jacket + Blue Jeans
Style Notes: I've been spotting fashion people bringing back the Y2K trend of tucking their jeans into their boots, and I'm kind of into it! A little bit country, a little bit nostalgic, it's a look that's great for weekends in the city, and, yes, the countryside. Go for a pair of straight-leg jeans (so much easier to tuck in), and a boot with a bit of give. A skin-tight or sock-boot style isn't your friend here; choose something with a bit of room for manoeuvre and a chunky sole. A suede or barn jacket is an apt way to finish the look and keep you cosy. Mini sunglasses and a sparkly bag give this ensemble a Kate-Moss-at-Glasto vibe.
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The kind of jacket you'll wear for years to come. I love the leather collar and chocolate hue.
If you want '90s-looking jeans, go for Agolde.
These boots mean business, and the moto details give them an edge.
A Rabanne bag will add infinite shine to your looks.
3. Knee-High Boots + Matching Set + Sunglasses
Style Notes: For something a little more showstopping, look to a lace-up boot, preferably with a sharp pointed toe. The laces will add a little extra kick of visual interest and give the illusion of longer legs. Follow in the footsteps of Lily Russo-Bah and go all-out with the rest of your ensemble. A pink nylon funnel-neck jacket and matching skirt give this a sportswear spin. Add some oversized sunglasses, because why not?
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Powder pink still reigns supreme, courtesy of Arket.
For the full 'fit, grab the skirt too. So cute!
Alaïa's eyewear line is so iconic. This Mask style is the signature shape.
The lace-up detail and perspex heels will have heads turning.
4. Knee-High Boots + Long Wool Coat + Leggings
Style Notes: If dressing like a moody, cloudy day is your thing, take note now. Team a slate-grey chunky knit (a roll neck if you're super chilly), plaid shirt and simple leggings with your knee-high boots, just like Ingrid Edvinsen, for a monochromatic yet cosy fit perfect for weekend-ing. A structured wool coat, black leather bag and sleek oval sunnies top it all off, stopping the look from looking too untidy.
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Hush's new selection of winter coats looks so expensive! This Italian wool piece is a classic.
There's a reason everyone loves COS cashmere. It's super soft and a fraction of the price of designer versions.
I've been testing these leggings for a few weeks, and I can tell you that they are elite.
The Garrett boot is back in stock! Thank you, Sézane. The block heel gives that bit of oomph, but they're still very walkable.
5. Knee-High Boots + Oversized Shirt
Style Notes: Okay, the Glenn Martens x H&M capsule has pretty much sold out entirely, but fear not, because you can still get the look. Our junior fashion editor, Imani, got a first look at this collection, and she was instantly obsessed. Copy her vibe with an oversized pinstripe shirt worn like a dress, plus a pair of sculptural knee-high boots to stomp around in. It's an edgy, eye-catching look that's just a little bit punk.
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A shirt dress is such a versatile piece. Tie a knit around your waist for a cosy twist.
The folds and snap closures give these boots a sculptural shape that's perfect for adding character to an otherwise simple look.
Acne Studios' camera bags are having such a moment.
Add some dainty sparkle to your look with this classic ring from Spinelli Kilcollin.
6. Knee-High Boots + Long-Sleeved Tee + Tracksuit Bottoms
Style Notes: I didn't see this one coming, but yet, it totally works. Pairing heeled, pointed black boots with baggy tracksuit bottoms and a very '90s combo of a long-sleeved T-shirt and plaid shirt tied around the waist is actually kind of chic! On days you can't decide between your cosy favourites and luxury pieces, wear both. A burgundy handbag and classic Ray-Ban Wayfarers give this look extra brownie points.
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Free People's basics are too good to miss. This oversized tee comes in a whole range of colours and sizes.
I spotted Monikh Dale wearing this shirt lately. It's so easy to chuck on.
Cloud-soft and perfect light-grey tone, these joggers are just the ticket for tucking into your boots for a grungy look.
We loveBest Knockoff Luxury Clothing UK at Charles Keith. These boots prove why.
7. Knee-High Boots + Knitwear + Midi Skirt
Style Notes: Trust Marilyn to deliver on the knee-high-boots brief. She pairs her high-shine skin-tight boots with COS's viral skirt in wintry deep burgundy. To keep things cosy, she sticks to a staple black crew-neck cashmere jumper and finishes the outfit with a Margaux bag from The Row and statement aviator sunnies from Phoebe Philo. I'd wear this look for a pub lunch or a wine date with friends. The boots take centre stage thanks to their luxe glossy sheen.
Shop the Look:
Rise Fall cashmere is excellent quality.
This one comes with the belt.
These also come in a chocolate-brown shade.
A black leather tote will never steer you wrong.
Shop More Knee-High Boots:
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