Considering autumn is basically here (you can definitely feel the changes in the air, right?) we're eager for the wardrobe switch. So in our opinion, it's time to ditch sandals and swap them for loafers or a pair of the best boots – which brings us on to the style du jour: square-toe boots. While we're so ready to pull out our jacket collection to wear while strolling with our first Pumpkin Spice Latte, we're also already thinking ahead to winter coats and winter boots. Because as we all know, the best new season buy always sell out first.
While black knee-high boots are the perfect all-rounder, an ankle boot will never fail and brown boots are the colour to look for, it doesn't actually matter which style or hue you pick, as long as you focus on the toe detail. Inspired by Jennifer Lopez and Cindy Crawford's ‘90s wardrobes, it’s the comeback silhouette that's about to update your shoe racks for 2025.
So what's so great about the square-toe boots we're seeing coming through for autumn/winter 2025? Well, unlike their pointed toe counterparts, they're actually super comfy, no matter the heel height – giving your toes more room to spread out and not be stuffed tightly into boots. And of course, we also love this style for aesthetic reasons – mainly the fact they go with everything from mini skirts and an oversized knit to barrel-leg jeans, if you opt for an ankle boot style.
While square toe boots have always been in the background each year, for 2025, they're about to become the centre of attention. And it's all thanks to the success of this silhouette at the autumn-winter 2025/26 shows.
From elegant ankle boot versions by Alaïa and the highest-heeled boots that accompanied Stella McCartney's dresses and coats, to slim-fit styles by Givenchy, vibrant red pairs by Eckhaus Latta or Western iterations at Ermanno Screvino, there's no doubt that square-toe boots are back. And we know they're here to stay.
You could say these boots are more refined than round-toe, which can look a bit dated if not perfectly styled. And although square-toe boots are perhaps a bit trickier to style than classic pointed-toe boots, you'll be surprised at how versatile they are to style with so many of your everyday outfits. Wearing a floaty maxi dress with a suede jacket? Just add chunky cowboy boots with a sharp square toe. Want a comfy pair of boots to wear to work? Then you'll be looking for a glossy square-toe ankle boot.
If you need further proof that this throwback boot style is back with a bang, then you only need to take a look at Instagram to see all the new square-toe boots everyone is already wearing with their new season ensembles. And if there's one thing we know for sure, it's that the best boots always sell out early in the season. So don't sit on these styles – from the likes of Zara, & Other Stories and Vagabond – that we're about to show you.
Shop our refined edit of the best square-toe boots here.
Now you've most likely added one of these pairs to your baskets and eagerly await the delivery, let us tell you that you've made the right choice. Whether it's a chunky biker boot worn with fleece lined leggings and a cosy coat for autumn walks, or you want to take a the ASOS heeled pair on a night out with a cami slip dress and a baguette bag, there's no doubt these square-toe boots will be worn on heavy rotation all season. Well done for getting ahead of the trend everyone will be wearing!
This story originally appeared on GLAMOUR Spain.
