I'm Looking for Anti-Trend Boots That Will Elevate My 2025 Capsule Wardrobe—These 18 Pairs Hit the Spot
There is one style of shoe that I believe is superior to any other. Its versatility and limitless number of toe shapes, heel heights and colours make me excited for the warm weather to end every year—solely because it means this particular shoe can come out of hiding. I'm referring to the boot: My all-time favourite type of footwear. And if you're in the need of a new investment pair, these best boots under £500 will exceed your expectations.
Whilst a trainer may be comfortable and a heel is stylish enough for going out, a boot can do both impeccably. Come autumn, boots are the ultimate sartorial sidekick and a fall-time staple, taking you through to winter and onto spring. They're a given when you're styling a sweater dress or skirt look, and they partner flawlessly with any cut of jeans, from cropped fits to voluminous flares. They go together like coffee and cream with a cosy jumper, and you won't find a better shoe that works in both casual and more sophisticated settings.
To make your shopping decisions easier (I know finding the perfect investment pair is no easy feat), I've categorised this list into different style types to ensure you not only have a flat-soled knee-high boot in your rotation but also the perfect pair for holiday parties.
Shop the Best Boots Under £500, According to a Fashion Editor
1. The Best Heeled Knee-High Boots Under £500
Style Notes: To start off your boot shopping, we have to look at none other than the iconic high-heeled, knee-high boot. They're one of the most reliable footwear choices when you want to feel dressed up in the coldest months. Even on days where you're less than thrilled with what's in your closet, a good pair of these boots can absolutely change your outlook. Santïna's sweater dress look is the epitome of how to style these boots to perfection.
A more relaxed boot is a fun way to change up the usual silhouette of a knee-high.
Suede has become my material and texture of choice this winter, from boots to bags. That had led to this pair joining my wish list.
2. The Best Flat Knee High Boots Under £500
Style Notes: Compared to their high-heeled counterparts, flat-soled knee-high boots are another must for your boot collection that are made for the everyday and perfectly executed by French girls. Their sophisticated silhouette dresses up any outfit but they're comfortable enough to be worn for nearly any occasion or errand run. Go for a chic monochrome look like Franny has done, or make your boots pop out from an outfit in a contrasting colour.
These stretch boots are practically made to be worn with sweater dresses and midi skirts.
The buckle and rounded collar of this boot define it as a classic riding boot, but it certainly has a modern edge in my eyes.
3. The Best Chelsea Boots Under £500
Style Notes: Does it get more classic than a Chelsea boot? I think not. This familiar silhouette has been around since the 1800s and was made for royalty—and it's still a popular and easy-to-style choice today. Whether you pair it with a show-stopping fur coat like Lucy has, wear them with flare jeans, or style them with a skirt, you'll get many years of wear out of this specific type of boot.
I'm obsessing over the details on these boots, from the contrast stitching to the toe cap to the metal accessory on the sole.
4. The Best Heeled Ankle Boots Under £500
Style Notes: Heeled ankle boots are winter's answer to your favourite pair of heels or mules, and it's worth investing in some that match with most of your seasonal capsule wardrobe. You have plenty of options to choose from too, whether you like a kitten heel, a square toe, a chunky sole or something sky-high. Nnenna's outfit is one gorgeous example of this boot's versatility. Copy her and style yours with jeans, or test them out with tights and a maxi skirt.
The mini square-toe and leather material make these look convincingly designer.
A kitten heel is the best of both worlds as it looks sophisticated but it's often more comfortable than a stiletto.
5. The Best Chunky Boots Under £500
Style Notes: A chunky boot is a cool way to balance streamlined, clean-cut outfits. Their bolder shape gives more of an edge and they come in numerous styles that'll pair best with the looks you normally gravitate towards, whether you like a thick flatform or a grungier biker boot. Marianne's chunkier boots are a great choice for peeking out of longer trenches and wool coats.
I love the slightly-taller cut of these rubber-soled boots.
For when function matters too.
6. The Best Party Boots Under £500
Style Notes: Another important style that can't be forgotten when you're curating your collection of the best boots is party shoes. These are the boots that you may not wear day-to-day, but are important for holiday parties or the moments when you need an outfit-defining statement. Chiara's sparkly boots with black toe caps are a perfect example of how to make a statement with your footwear this season.
Chic animal prints are everywhere this winter, and wearing them in boot form is perfect for parties and other occasions.
Melissa Epifano Varley is a writer and editor who covers fashion, home, and beauty. She has over seven years of experience and has written for Forbes, InStyle, People, The Zoe Report, and Byrdie. She has also served as the editor-in-chief of Real Homes and lifestyle editor at The Spruce and ran her own wide-fit footwear line for over three years. She graduated a year early from the University of Oregon with a Bachelor of Science in journalism. Melissa has won the PPA Next Gen Award and currently covers fashion, trend, and shopping content for Who What Wear. She’s passionate about helping readers discover their own sense of style in their wardrobes and homes—whether that’s through products, trends, or concepts that they deeply resonate with and makes them feel their best. She’s originally from the U.S. but is now based in Bath where she spends her free time reading books, creatively writing, and taking part in more esoteric endeavours like reiki and tarot.