Trust Me: I've Looked—These Are the Chicest Knee-High Boots on the High Street

Boots are a footwear style we turn to all year round, but they truly come into their own during autumn and winter.
Whether they're paired with knitted dresses, peeking out under tailored trousers or helping our summer skirts transition to winter, a great pair of boots can be a defining feature of our cold-weather wardrobes. But finding the right pair can take a lot of searching: the heel height, material, silhouette and shade all need consideration, especially as at this time of year, there's a mass of options to choose from. That's where I come in.
Liv Madeline wears Mango boots.
There are a lot of boot styles around, from Chelsea boots to thigh-high pairs, but right now I'm focused on knee-high boots. Personally, I've always found them to be the most versatile, seamlessly elevating everything from trousers to maxi skirts and minidresses.
A good quality and timeless pair of boots will become a staple in your footwear collection, so this is an item worthy of a little investment. I've already covered the best high-designer pairs, but today I'm bringing you my edit of affordable knee-high boots for those who want serious style without spending a fortune. Thankfully, our favourite trusted high-street brands have delivered.
Chiara Perera wears LK Bennett boots.
I like to go the extra mile, so to make finding your dream pair of knee-high boots that much easier, I've pulled together the best options at various heel heights, mixing in a selection of colours and finishes for all preferences.
Keep scrolling to explore the best high-street knee-high boots available to buy now.
Best Flat Knee-High Boots on the High Street
Take on winter's trending shade with this burgundy pair.
Best Kitten-Heel Knee-High Boots on the High Street
Trust Massimo Dutti to create a seriously refined pair.
Best Mid-Heel Knee-High Boots on the High Street
A sharp pointed toe, soft suede and sleek tan shade? Yes, please.
The curved top and stitching nods to classic cowboy boots.
Best High-Heel Knee-High Boots on the High Street

Florrie embarked on her fashion journey whilst studying in Aix-en-Provence, she began to write her dissertation on the history of fashion and landed her first role at Harper’s Bazaar. Following this, she interned for various publications including Elle, Grazia and Marie Claire before joining the fashion team at Conde Nast Traveller. There, she contributed to international photoshoots, styled pages and covers, and produced engaging digital content. Over eight years of fashion industry experience, Florrie has honed her skills from styling e-commerce photoshoots to personal shopping. Florrie first joined Who What Wear UK as a freelancer before becoming the Commerce Writer. Now, as the Shopping Editor, she monitors current trends, new-in styles, wardrobe heroes and how best to style them.
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One Pair
Prepare for endless compliments.
-
I Asked a Fashion Designer What to Buy From H&M Studio's Pre-Fall Collection—Here's What She Said
Everything is seriously so good.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 Finds
So, so good.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
Soft Knits and Suede Boots Are on My Mind—Here's What's in My Nordstrom Cart
Get in the fall mood with these chic picks.
-
Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With Dresses
This outfit combo is top-tier.
-
Holy Ref! Holier COS! These 27 Finds Just Got Me So Excited for Fall (Sorry, Summer—I'm Over You)
These buys plus a Gilmore Girls rewatch.
-
I'm 29, and My Mom's 62—If We Both Walked Into H&M Right Now, Here's What We'd Walk *Out* With
Expensive-looking finds for fall lie ahead.