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. 

Opening Image: Vanni Bassetti/Getty Images

Senior Market Editor

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. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2020, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch 90 Day Fiancé.