All My Winter Outfits Work With This One Anti-Trend Boot Style—16 Pairs I Rate

Anyone who has ever watched Friends will know that you have to be very careful when investing in a pair of knee-high boots. One wrong move and you can end up like Monica Geller, piggy-backing barefoot after wearing an ill-fitting pair for too long.

Most boots look better with heels; however, this means they can result in a lot of hobbling and blisters, dramatically bringing up that cost per wear. Get a new pair of boots right, though, and you can wear them every day and with every outfit (maybe Monica was right about spending a little more on an investment pair). Knee-high boots are a classic that won't go out of style, so it's no wonder we continuously spot so many people in the know wearing them in the pre-spring period. 


(Image credit: @SYLVIEMUS_)

On the high street, Arket, Mango and & Other Stories have created some headlining heels, while on the luxury end, we are most taken aback by the boots from Paris Texas, Khiate and Jimmy Choo. In terms of styles, you can never go wrong with a black leather pair. But chocolate brown, suede and buttery cream pairs are just as chic. 

Keep scrolling to see and shop our favourite new-in knee-high boots.

Shop the Best Knee-High Boots:

This story was published at an earlier time and has since been updated.

Next Up: 10 Key Boot Trends That Will Take Over This Winter

Opening image: @sabinasocol

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over twelve years of experience in fashion journalism. She been creating engaging and elevated style content for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories, and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, works closely with influencer talent on content initiatives, represents the brand at industry events, and regularly contributes to social media. Previously, Maxine appeared on TV in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o. 

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship, she was offered a position on the Look magazine fashion desk. She accepted, leaving university a year early in the process. She went on to become the title's fashion news and commercial content editor, with a stint as’s fashion writer along the way. She later served as Look’s acting Editor in Chief before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others. Maxine works remotely from her countryside home near Edinburgh.