7 Best Over-the-Knee Boots: Your Go-To Shoes This Fall

Last Updated on September 19, 2025

Fall is finally here, and we’re ready to get cozy with the changing leaves, pumpkin-flavored everything, and, of course, our best over-the-knee boots. We all know it’s challenging to dress for the cold weather when seemingly countless options are available online, but nothing beats the comfort and style of the best over-the-knee boots. As we head into the cooler months, your wardrobe may transition from a summer-inspired look to a more fall/winter vibe, and the best over-the-knee boots are a must-have for completing your outfit. Whether you’re pairing them with a cozy sweater or a chic coat, the best over-the-knee boots will keep you warm and fashionable all season long.

However overwhelming it may seem, shoes are a simple yet effective way to switch up your fall outfits without having to buy an entirely new wardrobe.

This year, over-the-knee boots are back in the spotlight and demanding some floor space in your closet to wear with cute leather leggings and a long-sleeve tee.

Falling Boots are Solved with this Pro Tip

Our biggest concern with thigh-high boots is a phenomenon most women have experienced. Let’s set the scene: it’s a Friday night, and you’re rocking a fresh blowout and your most reliable pair of dark-wash denim. You slip on a crisp white button-down with a strategic French tuck, and you’re almost ready to go.

This outfit might remind you of Business Casual Fridays, and maybe that wasn’t exactly your objective. So, you turn up the heat on this look with a pair of the best over-the-knee boots.

The best over-the-knee boots are the ultimate choice for adding that extra edge to any outfit. With your voluminous high ponytail and gold accent jewelry, these best over-the-knee boots will ensure you head out the front door to enjoy your night with confidence.

As you walk to your car, you already notice the dreaded feeling of bunched-up material behind your knee. Cue an instant eye-roll. We have been there and know how you’re feeling. Nothing puts a damper on a night out like having to lean over to readjust your thigh-highs every couple of minutes.

Give yourself one less thing to worry about by selecting boots that will stay right where they’re supposed to. Or… pro tip alert! Use double-sided fashion tape, like this Fearless Body & Clothing Tape from Amazon, to adhere the inside of your boots to your skin or whatever material you wear. We like this one, mainly because it’s fabric-friendly and won’t irritate your skin! This is a must if you wanna rock the best over-the-knee boots on the market.

Finding the Best Over-the-Knee Boots

If you’re looking for something that can take your casual outfits up a notch and add some spice to what you already have in your closet, consider investing in the best over-the-knee boots. These stylish shoes are versatile enough to fit with any type of outfit – from business to playtime.

To help you find the perfect boots for fall, we’ve put together a list of our all-time favorite thigh-high styles. Our team has chosen these timeless pieces because they keep you prepared for whatever weather forecast you may have while looking great with anything, from jeans to dresses and skirts.

Scroll down for our top recommendations!

High Heeled Styles

Steve Madden Dawn Boot

The Steve Madden Dawn boot makes a daring statement as one of the best over-the-knee boots in vibrant red, ideal for holiday parties and nightlife scenes in Las Vegas.

Avah Boot

The Avah boot is among the best over-the-knee boots with its sleek pointed toe and high stiletto heel, ideal for glamorous nights out in New York or holiday parties.

Cosmo Croco-Embossed Over-The-Knee Boots

The Cosmo croco-embossed design is one of the best over-the-knee boots for fashion-forward women in Miami, adding a luxurious textured edge to fall and winter wardrobes.

Cute and Comfy Flats

Geima Knee-High Foldover Slouch Tall Block Heel Dress Boots

The Geima foldover design brings a trendy twist as one of the best over-the-knee boots in denim, perfect for concerts and festivals across Austin and Los Angeles.

Ninety Union Link Boot

The Ninety Union Link boot is one of the best over-the-knee boots for dressy events in Chicago or upscale dinners, blending metallic accents with timeless style.

Wide Calf Selection

We have to say that we did a little deep diving to find the best boots for our gals with muscular calves. One of the biggest struggles when it comes to riding boots in the fall is making sure that they fit your legs comfortably. So, if you’ve been having a hard time finding the perfect pair for you, we feel your pain! After some research, here is our “wide-calf” selection:

Carter Over-The-Knee Block Heel Boots

The Carter block heel design ranks as one of the best over-the-knee boots for fall fashion in Los Angeles, perfect for pairing with skirts and oversized blazers for stylish city events.

Pavla Extra Wide Calf Knee High Boot

The Pavla wide calf boot ensures inclusivity while ranking as one of the best over-the-knee boots for everyday wear, perfect for shopping trips or brunch in San Francisco.

Conclusion

One thing we love most about fall is the opportunity to rock the best over-the-knee boots. Whether you want to dress for a day out on the town or an evening event, the best over-the-knee boots always make our list as one of the top footwear trends this season.

We can certainly make your search a little easier to find the best over-the-knee boots. We’ve rounded up some of our favorite styles from brands like Steve Madden, Vince Camuto, and more, so you can stay ahead in style without breaking your budget. These are our favorite picks for the best over-the-knee boots that prevent blisters from forming on your feet and won’t slide down while you walk!

So go ahead and order one or two pairs of the best over-the-knee boots today – it’s never too late to invest in an outfit piece that is worth every penny. Which ones will you be adding to your closet? The best over-the-knee boots are waiting for you!