It is a truth universally acknowledged that a good pair of boots is an autumn and winter wardrobe essential—not just in terms of practicality, but styling potential, too. That’s probably why each season, the market is flooded with endless alluring iterations, ranging from the cool and chunky to the sky-high and statement. For 2025, however, there’s one particular shoe that is swiftly emerging as the fashion insider’s style of choice: the pointy boot.
Replacing the round-toe and square styles of seasons past, pointy boots are everywhere right now, thanks in large part to their ability to lengthen the silhouette and instantly elevate even the most casual of outfits to newly sleek and polished heights.
(Image credit: Future/Getty Images)
Even better, this season’s pointy boots come in countless varieties, meaning there’s a pair to suit every style and sartorial need. Classic black low-heel ankle boot designs are perfect for the everyday, while knee-high stiletto styles will make more of a fashion-forward statement. Then, there are pointy suede ankle boots for those who want to lean into yet another AW25 footwear trend, as well as all manner of animal-print versions that are guaranteed to add some pizzazz to a neutrals-dominated winter wardrobe.
And as the street style spotted outside all of the most recent Fashion Weeks attests, pointy boots are some of the most versatile—and on-trend—shoes around, pairing beautifully with everything from a casual jeans-and-jumper look to elegant midi-skirts, tailoring and dresses too.
So, you can shop the season’s best pointy boots safe in the knowledge that they’ll get endless use, and that such a classic silhouette will become a staple you’ll turn to for many years still to come. All the more reason to consider a little extra investment and opt for a well-made, comfortable pair in quality leather—because there’s nothing chic about blisters, or hobbling around in excruciating pain…
Keep scrolling to discover my edit of the best pointy boots to shop now, from high-street heroes that look designer to high-end investment styles you’ll treasure forever.
Shop The Best Pointy Boots
Massimo Dutti
Leather High Heel Ankle Boots
The perfect everyday pointy black ankle boots, that look suspiciously similar to a certain sold-out-everywhere designer pair (but for much less).
AEYDE
Sila Smooth and Snake-Effect Leather Ankle Boots
For a subtle nod to the animal-print trend, opt for these brown and black snake-effect boots.
hush
Katlynn Leather Patent Kneehigh Boots
It’s not all about black and brown: these wine-red boots are just as versatile, while also adding tonal depth to any look.
Low-heeled wedge boots with a pointed toe are having a moment right now, and Arket makes the high street’s best.
Massimo Dutti
Leather Cowboy Boots
Pointy boots, but make them Western. Unsurprisingly, these are selling fast.
AEYDE
Sofie Suede Ankle Boots
Aeyde’s Sofie ankle boots are one of the hottest styles of the season, and they’re particularly alluring in this camel suede.
The Row
Mesh and Leather Knee-High Boots
A pop of red, but make it The Row. These mesh and leather knee-high boots are a cult piece in the making.
KHAITE
Sybil Glossed-Leather Ankle Boots
Glossy merlot leather, an elongated pointy toe, and a seamless wedge design: these are some of the coolest boots around right now, and they’re sold out pretty much everywhere.
H&M
Knee-High Snake-Print Boots
Cheap and cheerful, H&M’s new snake-print boots are all you need to spice up an all-black ensemble.
Victoria Beckham
75 Croc-Effect Leather Ankle Boots
Victoria Beckham’s stiletto ankle-boots are so pointy they’re verging on razor-sharp—just as we like ’em!
Paris Texas
Nina 50 Suede Ankle Boots
Opting for a chunkier heel means you’ll get all the height, minus the discomfort. I love the distinctive curved wedge, too.
ZARA
Animal Print Leather and Sheepskin Boots
Those who prefer their shoes as bold, fun and statement-making as possible should look no further than Zara’s leopard-print boots. They’ll look just as good peeking out from under a smart midi-skirt as they will beneath casual jeans.
Jimmy Choo
Scarlett Ankle Boot 95
Jimmy Choo’s vampy lace-up Scarlett boots have become a celebrity go-to, recently spotted on the likes of Chloë Sevigny, Charli XCX and Sydney Sweeney.
Russell & Bromley
Grayson Tall
I can personally attest to how comfortable and chic these are IRL.