Fall’s best boots
Posted November 1, 2025
Confession time: I’m a summer girl through and through. Give me sunshine and flip flops any day. But if there’s one thing that makes the drop in temperature worth it, it’s boot season. From knee-high block heels to cozy ankle boots, fall footwear is having a major moment — and I’ve rounded up all my favorites.
Knee-high boots are basically the MVP of fall fashion — they instantly make any outfit look more put-together while keeping you warm. Here’s how to style them this season:
With dresses: Pair knee-highs with a sweater dress or a flowy midi dress. Add a cropped jacket for shape — effortless and chic.
With skinny jeans or leggings: A timeless combo! Tuck them in, throw on an oversized sweater or blazer, and you’re good to go.
With skirts and shorts: Yes, shorts! Add tights or sheer stockings, a chunky knit on top, and you’ve got that perfect “fall brunch” vibe.
Let’s be real — ankle boots somehow manage to make every outfit look intentional — and add length to your legs when you’re dressing in layers. Here’s how I’m styling mine:
With jeans: Try straight-leg or cropped jeans that hit right above the boot — no awkward bunching allowed. Add a chunky knit or a fun top to finish the look.
With dresses and skirts: My favorite combo! Flowy dresses, corduroy midi skirts, cute minis — the right ankle boots make them instantly chic.
With leggings: Add faux leather ones, a long sweater, and an oversized coat or shacket and you’re officially “that mom who always looks cute.”
Looking for cold-weather boots to keep your toes cozy and warm? Don’t give these picks the cold shoulder!
These best-selling duck boots are perfect for rain or snow.
These affordable Ugg look-alikes come in our favorite fall colors.
These waterproof hiking boots are top reviewed for cold weather activities.
These knee-high snow boots are stylish when sledding or shoveling.