The Best Over the Knee Boots to Wear All Winter Long (2021)

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Thank you to Zappos for sponsoring this post.

 

Over the Knee Boots

Over the knee boots have been around for ages, but for good reason. They're sleek, simple and they cover most of your leg – so they're a great shoe option in fall and winter!

Pair them with the right outfit and your legs will look miles long. If you've been waiting on the Over the Knee boot trend, this year is the season to get them.

Here are the best over the knee boots for women! 

 

 

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Best Over the Knee Boots (2021)

When it comes to OTK (over the knee) boots, there's styles and options for every budget! Here are some of the best over the knee boot brands.

 

Best Over the Knee Boots for Women

 

 Read more:  The Best Affordable Over the Knee Boots (Stuart Weitzman Alternatives)

 



 

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Over the Knee Boots for Women

 

Best Affordable Over the Knee Boots: Chinese Laundry

For a smooth and versatile over the knee boot, check out this stunning pair from Chinese Laundry

Featuring a breathable textile lining, round toe, and stylish wrapped block heel, these OTK boots go perfectly with any outfit from the casual to the formal! 

Chinese Laundry Canyons

Sold on Zappos, Chinese Laundry, Nordstrom & Amazon

Check the latest reviews and see all color options here

 



 

Best Designer Over the Knee Boots: Stuart Weitzman

Normally, a big concern of mine with over the knee boots is naturally comfort. 

Fortunately, these boots from Stuart Weitzman have me covered (literally).

With a comfortable stretch suede fabric, a durable rubber outsole, and convenient tie strings at the top of the shaft, these boots are about as comfortable as they come!  

Stuart Weitzman Lowland Over the Knee Boot

Sold on Zappos, Stuart Weitzman, Nordstrom, Net A Porter, Shopbop & Amazon

Check the latest reviews and see all color options here

 



 

Best Over the Knee Boots for Petites: Charles David

Naturally, petite women have every incentive to show off their flattering figures. 

(Those lucky little minxes!). 

If you are one such lucky lady, check out these OTK boots from Charles by Charles David, which offer a slim fit around the legs to go along with a cute stiletto heel!  

Charles by Charles David Penalty

Sold on Zappos, Nordstrom, Macy's & Amazon

Check the latest reviews and see all color options here

 



 

Best Over the Knee Boots for Skinny Legs: Steve Madden

Skinny jeans. Skinny legs. Skinny, skinny, skinny. 

Ugh, what a life. 

Ladies with thin legs will love – and be able to fit in – these OTK boots from Steve Madden, which feature a relatively stiff (but fashionable) leather upper! 

Steve Madden Georgette Over the Knee Boots

Sold on Zappos, Nordstrom & Amazon

Check the latest reviews and see all color options here

 



 

Best Over the Knee Boots for Wide Calves: Kenneth Cole

Although I normally associate Kenneth Cole with men's clothing, I have to admit how impressed I am with these OTK boots. 

Offering a soft suede upper, comfortable side zip closure, a round toe, and padded footbed, these boots are the perfect blend of chic and comfort! 

Kenneth Cole Reaction Wind-Y

Sold on Zappos, Nordstrom, Macys & Amazon

Check the latest reviews and see all color options here

 



 

 

Best Suede Over the Knee Boots: Blondo

Let's be honest. 

As fashionable as over the knee boots are, no one is exactly wearing them in perfect weather conditions. 

Waterproofing is never a bad idea, so thankfully these Blondo OTK boots are already shipped with a durable waterproof leather and a completely seam-sealed construction! 

Blondo Velma Waterproof Boot

Sold on Zappos, Nordstrom & Amazon

Check the latest reviews and see all color options here

 



 

 

Best Leather Over the Knee Boots: Cole Haan

While most OTK boots are built with a more muted leather or suede, these Cole Haan boots come with a nice, shiny polished leather. 

Throw in the round toe and trendy stacked heel, and these boots offer great value for a classy look! 

Cole Haan Grand Ambition Huntington Over-the-Knee Boot

Sold on Zappos, Cole Haan, Nordstrom & Amazon

Check the latest reviews and see all color options here

 



 

Shop Over the Knee Boots


 



 

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