The Chic Ankle Boot Style That Goes With Everything

For most of us, winter means trudging through snow and ice in our sturdiest winter boots. However, as practical as those may be, they aren’t always the most stylish. We’re not ones to sacrifice our safety for style, but in those moments when you aren’t trekking from place to place, give yourself a boost—literally and figuratively—with a pair of stiletto ankle boots.
As tempting as it may be to reach for your block heels or combat boots this season, sleek stiletto booties will give your ensemble an unparalleled level of chic. Whether you dress up a casual sweater with jeans or amp up a sophisticated office look, this ankle boot style is guaranteed to go with anything you wear (we promise!). Ahead, check out some of our favorite versions of this classic ankle boot style.
You’ll look so good wearing these everywhere.
-
And Just Like That, I Want to Wear This Expensive-Looking Shoe Color Instead of Black
I never thought this day would come.
By Yusra Siddiqui
-
Wait, Is Everyone Suddenly Skipping Flats for These Dated Shoes With Jeans Again?
All signs point to yes.
By Michelle Scanga
-
I'm Calling It: These Celeb-Backed Shoe Styles Are Going to Be Everywhere This Spring
Get ready.
By Nikki Chwatt
-
Amal Clooney's Croc-Embossed Thigh-High Boots Are About to Cause a Stir
Guaranteed.
By Erin Fitzpatrick
-
The Boot Trend Everyone With Expensive Taste Is Styling Instead of Flats or Heels
We're here for it.
By Michelle Scanga
-
Suddenly, Every Classy Fashion Person in Paris Is Wearing This Elegant Heeled-Shoe Trend
A fresh take on classic Mary Janes.
By Nikki Chwatt
-
The Unexpected Shoe Trend Bella Hadid's Been Wearing Right and Left During Paris Fashion Week
Forget flats—buy these instead.
By Eliza Huber
-
I Can't Wait for People to Quit Flats and Bring Back This Elegant Shoe Trend
There's simply no better style.
By Eliza Huber