The Best Fall Ankle Boots—Period
After a long, warm summer, there’s nothing we look forward to more than slipping on our favorite shoes (ankle boots, duh) and pairing them with everything from jeans to dresses to skirts. Next comes piling on the layers, but it’s still too soon for that one. Plus, it’s not really fall without a good great pair of shoes, and with the anticipated season just around the corner (15 days!), we found it to be a fitting time for our roundup. That’s why we searched all our favorite retailers to bring you the best in booties this season. From statement styles in every form—velvet, animal print, embellishments—to simple and sleek pairs in neutral colors that will blend seamlessly into your wardrobe, we’ve got something for everyone. Your only problem might be narrowing down your favorites to just one (or two).
Ready to snag a pair for yourself? Shop our picks below, and then check out how to wear ankle boots with socks.
Just when we thought it couldn’t get better than velvet ankle boots, Aquazzura went ahead and embossed them.
These will look so good with cropped jeans.
Statement boots will make all those all-black outfits instantly more interesting.
Haven’t you heard? Brown is back.
This slightly square toe shape is so forward, making them the perfect simple black pair of boots.
Every girl needs a pair of velvet ankle boots this season.
A girl can dream, right?
We love the faded color and unexpected zipper on this Topshop pair.
Opening Image: Vanni Bassetti/Getty Images
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
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