For the last handful of seasons, we've seen a noticeable shift in toe silhouettes when it comes to ankle boots. Razor-sharp and pointed features have morphed into square shapes that feel like a refreshing nod to the nostalgic trends that have been cropping up everywhere. (Did you hear? Granny-inspired style is decidedly in.) During the most recent fashion month, designers in cities spanning from New York to Paris included square-toe boots in their runway collections, which can only mean one thing: It's going to be a trend come fall.
Though we're in the heat of summer and slipping into a pair of boots might sound like too sticky an endeavor, it's admittedly a good time to start thinking about what staples you'll be investing in so you can keep your eye on sales and promotions throughout the upcoming months. To help illustrate why square-toe boots are the footwear trend worth buying into, continue below to see how key influencers are wearing them, and shop our picks to get started on your accessory wardrobe for September.
Let your look nod to '70s-inspired style with an outfit Françoise Hardy would give her stamp of approval on. Wear a pair of tall square-toe boots with a miniskirt and polish it off with a blazer and T-shirt.
If it's not too hot outside, re-create this look during the summer for a laid-back vibe. The formula? Crop top, shirt left unbuttoned, flare jeans, and square-toe boots.
Dress down your square-toe boots with a band tee and blue jeans.
Toughen up a romantic pleated skirt with square-toe boots and an oversize blazer.
For a fun effect, pick a pair of square-toe boots in a pop of color, and wear trousers in a similar hue for an unexpected approach to tonal dressing.
The French-girl way to do square-boots is very chic, as expected.
Up next: the 20 best ankle boots we're buying in 2019.
-
Everyone in Paris Just Ditched Ankle Boots for This Boot Style That's Way More ElegantAnd super sleek.
-
*Not* Suede Boots: The Rich-Looking Boot Trend Fashion People Everywhere Are Wearing With Jeans and Skirts for Fall 2025You'll want to add a pair to your rotation.
-
*Not* Ankle Boots—The Rich-Looking Shoe Trend That’s Quietly Taking Over for Fall 2025Shop the style inside.
-
Black Boots Are Fine, But *This* Fall Shoe Color Trend Looks Rich as HellLily James is a fan.
-
I Spent Over an Hour BrowsingReplica Store's New Arrivals—34 Standout Fall Finds I Can't Stop Thinking AboutYou'll want to see these.
-
The Specific Way Everyone Stylish in NYC Will Be Wearing Boots With Jeans This FallIt's all about this styling trick.
-
Here They Are: The 6 Biggest Boot Trends of Fall 2025Exotic finishes! Sock boots! Western motifs!
-
There's No Question—These 8 Fall Shoe Trends Will Make You Look RichLuxe outfits are in your future.
