Cold weather gives us license to wear over-the-knee boots all the time. This is great because (1) knee-high boots are warm, and (2) super cute knee-high boots are so fun to wear.

1. Cole Haan Boots

This pair of boots has a classic look that will work with any workday outfit. Fit them under a pair of wide-legged “for-the-office” pants for a bit of extra warmth, or pair them with a lovely pencil skirt and smart, fitted sweater. Priced at $76.49.

2. Freebird by Steven Stela Boots

Do you need a pair of vintage-inspired cowboy-esque knee-high boots? Of course you do. These boots are beautifully crafted and scream class and comfort. While these boots would work for a casual Friday, we would rather wear them with a warm, wool skirt, or distressed denim skinnies… But that’s just us. Priced at $350.

3. Sam Edelman Josephine Boots

Forget all those cheap fringe pieces you bought a year ago — this pair of fringed boots is the real deal. These cute knee-high boots are perfect for the woman who loves to embrace ’70s style but still look modern. We think these boots would look especially nice with high-waist pants (that are embellished with patches, perhaps) and a tight turtleneck sweater. Priced at $275.

4. Vegan Ridge Slouchy Boot

These last two pairs of boots are for the vegan readers. This pair is tall and described as super-soft. The toe of the boots is slightly pointed so you can feel free to wear these babies with slinky maxis and minis. Priced at $148.

5. Mind and Matter Over the Knee Boot

Yeah, we cheated a bit with this last pair of boots — they are definitely above the knee — more like thigh-high boots — but whatever, we don’t care! This vegan pair of boots is probably the most luxurious pair of shoes we have on this list. While these boots definitely aren’t “wear them every day” boots, they’re great for special occasions. Priced at $288.

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