The Best Knee-High Boots for Every Occasion

Every well-dressed woman will get her money's worth when investing in Khaite's signature black leather Derby Boots. The equestrian-inspired boot has a roomy rounded toe with the smallest of heels that'll make running around in them a breeze, even on the busiest of days.

Deemed one of the most comfortable heeled boots on the market, this embossed leather Schutz pair is an easy choice for those who want a functional style they can dress up or down. The 3.5-inch heel makes them ideal for every occasion, from long days in the office to nights spent out dancing.

Every Dear Frances shoe description features this quote by designer Jane Frances: "I look to develop investment styles with a quiet aesthetic; pieces that can be worn and cherished forever is the heart of our slow fashion ethos." And what's more timeless than this brown espresso suede knee-high block-heel boot? Nothing, really.

Knee-high boots look best when worn in, but this block heel boot by Miista comes pre-worn. There's gray smudging throughout the crinkled polished leather, which is perfectly on trend with the intentional wrinkling seen on the fall 2023 runways.

While riding boots were originally made for riding horses, these are for all the non-horse girls and horse girls out there. With on-trend lug soles, these updated riding boots are made for walking everywhere.

Black-owned brand Hanifa recently expanded its product offering to include its first-ever knee-high boots, and they're as chic as one would expect. They're made with sheep leather wrapped straps that run across the fronts of the boots—perfect for those who prefer to make their own trends.

Stock up on your favorite Ref jeans and a pair of reliably chic boots in one fell swoop. Evidently, the '90s must have called up the Ref HQ and offered a couple suggestions for how to make the Nylah look like a true blast from the past. It has everything the best boots from the era have: a wearable block heel, a sexy square toe, and a sleek fit.

If more traditional Western boots aren't your style, Dries Van Noten's metallic grained leather version is a great alternative. Plus, the silhouette has been around for years, transcending seasons and trends with ease. The four-inch heel is also begging for a nonstop weekend out.

However, for those who want to lean into the cowboy boot trend, this Rosario Boot is a more traditional take with fashion-forward details. It's truly the best of both worlds with a bold red hue, croc-embossed calfskin, Western-inspired stitching, and a stacked Cuban heel.

A mod look if we've ever seen one, this '60s-inspired design is practically made for doing the twist. And it's pretty easy, too, with a two-inch heel built for dancing. Pair this go-go style with everything from pleated skirts to sweater dresses to complete the retro look.

The contrasting white toe is a refreshing detail that sets this vintage-inspired style apart from every other patent-leather boot on the market. And it's a less trendy Miu Miu footwear option if you're tempted to buy the satin ballet flats that are everywhere.

Keep logomania alive with Gucci's monogrammed boot, set atop a 1.8-inch manageable heel. Best of all, this one looks like the kind of vintage boot you'd find at a vintage store after searching for hours, but thankfully, the GG requires zero time investment and just a single add-to-cart click.

Your go-to holiday shoe has arrived. What's more festive than a knee-high suede boot covered in crystal-cut details? The Holly is practically a disco ball in knee-high boot form.

A square toe and two-inch heel lend this staple boot a modern touch. You'll be wearing this one with everything in your wardrobe, regardless of the season.