The Best Over the Knee Boots to Wear All Winter Long (2023) (2024)

The Best Over the Knee Boots to Wear All Winter Long (2023) (1)

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!

\

ADVERTIsem*nT

Keep reading, or pin this article to save it for later

The Best Over the Knee Boots to Wear All Winter Long (2023) (2)

The Best Over the Knee Boots to Wear All Winter Long (2023) (3)

The Best Over the Knee Boots to Wear All Winter Long (2023) (4)

Best Over the Knee Boots (2023)

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

  • Best Classic Over the Knee Boots: Chinese Laundry
  • Best Affordable Over the Knee Boots: Walmart
  • Best Designer Over the Knee Boots: Stuart Weitzman
  • Best Over the Knee Boots for Petites: Charles David
  • Best Over the Knee Boots for Skinny Legs: Steve Madden
  • Best Over the Knee Boots for Wide Calves: Kenneth Cole
  • Best Suede Over the Knee Boots: Blondo
  • Leather Over the Knee Boots: Cole Haan

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

ADVERTIsem*nT

The Best Over the Knee Boots to Wear All Winter Long (2023) (5)

Over the Knee Boots for Women

Best Classic Over the Knee Boots: Chinese Laundry

The Best Over the Knee Boots to Wear All Winter Long (2023) (6)

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 onZappos, Chinese Laundry, Nordstrom & Amazon

Check the latest reviews and see all color options here

ADVERTIsem*nT

Best Affordable Over the Knee Boots: Walmart

The Best Over the Knee Boots to Wear All Winter Long (2023) (7)

I’m continually surprised by Walmart’s fashion selections.

Case in point: these burgundy brown over the knee boots. They’re simple, sleek and super affordable. I love the chunky block heel which makes them easy to walk in, and how pretty the shade of brown is in person.

They’re not real leather of course, but for the price you can’t complain!

Brown Over the Knee Boots

Sold on Walmart

Check the latest reviews and see all color options here

ADVERTIsem*nT

Best Designer Over the Knee Boots: Stuart Weitzman

The Best Over the Knee Boots to Wear All Winter Long (2023) (8)

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

ADVERTIsem*nT

Best Over the Knee Boots for Petites: Charles David

The Best Over the Knee Boots to Wear All Winter Long (2023) (9)

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

ADVERTIsem*nT

Best Over the Knee Boots for Skinny Legs: Steve Madden

The Best Over the Knee Boots to Wear All Winter Long (2023) (10)

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 onZappos, Nordstrom & Amazon

Check the latest reviews and see all color options here

ADVERTIsem*nT

Best Over the Knee Boots for Wide Calves: Kenneth Cole

The Best Over the Knee Boots to Wear All Winter Long (2023) (11)

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 onZappos, Nordstrom, Macys & Amazon

Check the latest reviews and see all color options here

ADVERTIsem*nT

Best Suede Over the Knee Boots: Blondo

The Best Over the Knee Boots to Wear All Winter Long (2023) (12)

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 onZappos, Nordstrom & Amazon

Check the latest reviews and see all color options here

ADVERTIsem*nT

Best Leather Over the Knee Boots: Cole Haan

The Best Over the Knee Boots to Wear All Winter Long (2023) (13)

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 onZappos, Cole Haan, Nordstrom & Amazon

Check the latest reviews and see all color options here

ADVERTIsem*nT

Shop Over the Knee Boots

The Best Over the Knee Boots to Wear All Winter Long (2023) (14)

ADVERTIsem*nT

Read More in my favorite Comfy Shoe series:

Most Comfortable Shoes

The Most Comfortable Flats EVER

The Most Comfortable Sandals for Summer

The Most Comfortable Boots for Winter

The Most Comfortable Heels (you can actually walk in)

Best Sneakers

The Best White Sneakers that Go with EVERYTHING

Cute Casual Sneakers to Wear Anywhere

The Best Slip On Sneakers

Best Boots

The Best Chelsea Boots to Wear All Year Round

The Best Lace Up Boots for Military Inspired Chic

The Best Over the Knee Boots that Make a Statement!

The Best Shearling Boots to Stay Cozy this Winter

The Best Black Combat Boots That Go with Everything

Cozy At Home Shoes

Comfy Slippers for Women

Comfy Mens Slippers

The Best Mules for Easy Slip on Style

The Best Loafers to Look Polished but Stay Comfy

Shoe Reviews

The Best Travel Shoes in Every Style - Sneakers, Slip Ons, Flats & Sandals

Everlane Flats - These 5 Pairs are Extra Comfortable

OluKai Shoes: Sneaker & Sandal Review

Where to Get Stuart Weitzman Boots on Sale

Designer Inspired

The Best Cap Toe Ballet Flats to Get the ChanelLook, for Less

Classic Chanel Inspired Slingbacks (Two Toned)

The Best Chanel Inspired Espadrilles to Rock All Summer

The Best Manolo Blahnik Lookalikes

The Best Over the Knee Boots that Rival Stuart Weitzman Lowlands!

Follow me @Sher She Goes on

Youtube | Tiktok | Instagram

You may also enjoy:

  • Amazon The Drop REVIEW + Best Clothing Staples (…

  • Living in New York City: March 2017

  • The Best Wide Leg Pants: From Office …

  • The 13 Best Women’s Casual Sneakers for …

The Best Over the Knee Boots to Wear All Winter Long (2023) (2024)
Top Articles
Latest Posts
Article information

Author: Catherine Tremblay

Last Updated:

Views: 6098

Rating: 4.7 / 5 (67 voted)

Reviews: 90% of readers found this page helpful

Author information

Name: Catherine Tremblay

Birthday: 1999-09-23

Address: Suite 461 73643 Sherril Loaf, Dickinsonland, AZ 47941-2379

Phone: +2678139151039

Job: International Administration Supervisor

Hobby: Dowsing, Snowboarding, Rowing, Beekeeping, Calligraphy, Shooting, Air sports

Introduction: My name is Catherine Tremblay, I am a precious, perfect, tasty, enthusiastic, inexpensive, vast, kind person who loves writing and wants to share my knowledge and understanding with you.