Every Boot Style Is in This Winter, and Free People Has Them All
Sponsor Content Created With Free People
I know winter is the season for boots, but it's not every year that all boot styles are treated equally. I've been seeing so many: There are lug-sole boots in both combat and Chelsea styles, but I'm also seeing square-toe ankle boots, knee-highs, and Western cowboy boots as well. If you're as excited as I am and want some variation in your rotation, I'll let you in on a little secret: Free People's boot collection covers all the categories, and it's really good. Of course, it has all your favorite brands, but its in-house label, We The Free, features handcrafted shoes by a small family-run factory in Portugal, using leather that’s been tanned with natural pigments like tree bark and adheres to centuries-old tradition. I shopped out the best finds—I promise you're going to want to see these.
Ankle Boots
Western Boots
Tall Boots
Weather Boots
Up next: Everything I want from Free People's once-in-a-blue-moon sale.
Aralyn Beaumont joined Who What Wear as the copy editor for branded content after a career in food media. Years of poring over intricate recipes with a fine-tooth comb and working with high-profile chefs has prepared her well for working with fashion's top brands while honoring Who What Wear's voice. Her background as a research editor makes her a finicky editor who will probably care too much about making sure all copy is as factually accurate and aligned with the house style guide as can be. Maybe it's because she's a Gemini, but her personal style is impossible to pin down: One day you'll see her in a turtleneck sweater tucked into a midi skirt with heeled boots, and the next, she'll be wearing mom jeans, a white Hanes tee, and classic Vans. At the end of the day, her style reflects her various moods. Sometimes it will be feminine and elegant, and others it will be grungy or androgynous. Certain things will always remain constant, though. She'll forever be on the hunt for the perfect pair of high-waisted jeans.
-
Bootcut Jeans Are So Back—These Are the Anti-Trend Shoes They Look Coolest WithBella Hadid knows best.
-
If You Want to Get in on the Cigarette-Jeans Trend in 2026, *This* Is the Shoe Trend to Do It WithSpotted across NYC, L.A., and Rome.
-
In 2026, I'm Being Picky With My Fashion Purchases—11 Incredibly Chic J.Crew Finds That Are Tempting MeCheers to a frugal yet fashionable 2026.
-
It's Here: The 2026 Way to Wear Ankle BootsGet excited.
-
New Years Style Resolutions Are Hard, But These 7 Pieces Will Make Your Wardrobe Feel Brand New AgainMy style goals are set.
-
I'm Serious: These Specific Boots Have Never Gone Out of Style in 113 YearsAnd they're so practical.
-
I Just Scrolled Through All the Boots at Nordstrom, Zara, and Revolve—These 30 Pairs Are ItGood luck picking a favorite.
-
People Who "Get It" Will Be Buying These Items to Wear in the SnowHere's your stylish guide.
