Summer has been sticking around way longer than expected, but the mornings are finally crisp and evenings have a nice chill, which means it’s definitely ankle boot weather. It might’ve been a while since you dusted off your ankle boots and slipped back into wearing them with everything, so we did some style-stalking of one of our favourite fashion influencers—Amanda Shadforth of Oracle Fox—to see how she’s been styling hers. Her enviable collection consists of Céline, Acne Studios, and RM Williams, to name a few...
Keep scrolling to see how to style mid-length, printed, western, and flat-style ankle boots (and then shop a few pairs for yourself if you’re feeling inspired).
Related: We Asked a Shoe Expert How to Keep Your Boots in Perfect Condition
What's your favourite way to style ankle boots? Tell us in the comments below!
Read more stories about style tips and follow us on Facebook, Instagram, Pinterest and Twitter.
-
Winter's Just Around the Corner—13 Standout Zara Finds I Predict Will Sell Out Before the End of the MonthAffordable funnel-neck jackets, argyle knits, and rich-looking flats inside.
-
Celine's Latest 2026 Drop Is Pure Joy, and the Accessories Are Just So FunThe new campaign—Infinite Possibilities—is wonderful.
-
My Stylish 56-Year-Old Mom Is a Picky Shopper—31 Chic Under-$100 Nordstrom Finds She Approves OfFunnel-neck coats, Fair Isle knits, and Levi's jeans inside.
-
If Chic Jeans-and-Boots Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, and NordstromBring on a stylish fall-and-winter closet.
-
My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
-
If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.
-
Hilary Duff Knows the Smartest Boot Trend to Pair With Barrel JeansWhy didn't I think of this?
-
I'm a Shopping Editor—These Are the Cool Shoes I Care About From the Nordstrom Black Friday SaleTake up to 60% off 2025 shoe trends inside.
