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.
-
Here's Every Winter 2025 Trend Taylor and Gigi Just Wore With Their Chic Black Coats in NYCJust two best friends with the same taste in coats.
-
I'm a Senior Shopping Editor—29 Pieces I'm Eyeing Ahead of Black Friday That Will Get You Envious Stares and ComplimentsThese are guaranteed to elevate your wardrobe.
-
Here's the Comfy Yet Incredibly Chic Boot Style Fashion People Are Already Wearing on RepeatThese make any outfit look more expensive.
-
Forget What You've Heard—Ankle Boots Are Still In, and This Expensive-Looking (But Just $50) Pair Is ProofGrab them before they're gone.
-
This "Ugly" Shoe Trend Is Officially Back From 2016—But This Time, It's BetterSpotted in London and NYC.
-
This Is the 2025 Way to Wear the Ankle Boot Trend Everyone Bought 4 Years AgoPSA: Don't toss them yet!
-
Forget Flats—Everyone With Good Taste Is Wearing These Boots With Jeans and a JacketPut these on your shopping list.
-
I Need New Eyeglasses—These Are the 30 Cool-Girl Pairs I'm ConsideringLooking for a new signature look?
-
Fashionphile's Done the Research: These Are the It Bags of 2025The 2025 Resale Report is here.
-
Satin Scarves, Primary Colors, and Soft Tailoring—Michael Rider Continues to Put His Stamp on Preppy-Bourgeois Style at CelineInside the designer's sophomore collection.
