All the Cute Types of Boots You Can Wear This Fall

A person standing on a bench surrounded by fall leaves while wearing fall boots.

As the leaves change and the temperatures drop, it’s time to update your footwear game. That’s right. You need to start thinking about the types of boots you get to wear this fall.

From versatile booties to statement-making over-the-knee boots, the footwear options you have for the autumn season are exploding in stores everywhere. You can be a combat boots person or a classic mid-calf boot lover.

Whatever your style, you can find the perfect pair of fall boots to add to your collection.

Table of Contents

Classic Ankle Booties
Knee-High Boots
Chelsea Boots
Rain Boots
Combat Boots
Over-the-Knee Boots
Western Boots
Hiking Boots
Riding Boots
Slouchy Boots

Classic Ankle Booties

A close-up of a woman wearing brown ankle boots while standing on a step.

Ankle booties are a fall essential. They’re versatile, comfortable, and can be paired with a wide range of outfits. That means you can throw them on with jeans, dresses, and leggings. If you’re looking for a fall boot that you’ll turn to again and again, buy yourself a pair of ankle boots.

Knee-High Boots

A model wears knee-high brown boots while wearing a red dress.

Knee-high boots are both stylish and practical. They keep your legs warm and add a touch of sophistication to your fall and winter ensembles. You can pull them over skinny jeans or leggings, but they’re also adorable with dresses and skirts.

Chelsea Boots

A person standing on a rocky beach wearing Chelsea boots.

Chelsea boots are the epitome of effortless flair for fall footwear. They’re easy to slip on and off, making them perfect for everyday wear. The best thing about boots like these is that you don’t need to break the bank to get a pair. Your ideal outfit is one budget-friendly purchase away.

Rain Boots

A person wearing orange rain boots jumping in a puddle.

It’s no secret that fall brings some inclement weather. Investing in a stylish pair of rain boots is a smart move because you never know when rain might roll in. Don’t fall for the idea that all rain boots are ugly and bulky. You can keep your feet dry and stylish in an adorable pair of puddle-proof boots.

Combat Boots

A person wearing black combat boots walking through the rain.

Combat boots are edgy and completely on-trend right now. They add a dose of attitude to any outfit and can be dressed up or down. Wear them with your casual jeans, but don’t be afraid to wear them with dresses and skirts as well. They’ll keep you comfortable and secure all day long.

Over-the-Knee Boots

A person wearing black over-the-knee boots in the fall.

Over-the-knee boots are a statement piece that instantly elevates your look. They’re perfect for making a bold fashion statement in the fall. While you can wear these with some casual looks, don’t be afraid to pair them with your dressy casual or more formal attire.

Western Boots

Several pair of western boots lined up on a step.

Western boots are all about embracing the spirit of the Wild West. They add a touch of cowboy chic to your fall wardrobe. They’re perfect for normal day wear, but you’ll really get the most out of them at your next fall country concert.

Hiking Boots

A person hiking across a stream in hiking boots.

Just because you’re going hiking doesn’t mean you can’t do it in style. Or maybe you’re not going hiking, but you want to add some outdoorsy vibes to your outfit. Hiking boots have become a fashion statement. They’re rugged, comfortable, and perfect for all your adventures.

Riding Boots

A woman puts on a pair of riding boots while sitting on a step.

Riding boots aren’t just for horseback riding and walking around the barn. They exude elegance and sophistication. They’re a classic choice that pairs well with jeans and dresses alike. Anytime you want to add a luxurious vibe to your outfit, turn to your favorite riding boots.

Slouchy Boots

A model wearing a pair of slouchy black boots.

Slouchy boots scream relaxed chic. They offer a laid-back, effortlessly cool vibe that’s perfect for fall. Wearing them will immediately put you in a cozy mood and carry you through pumpkin spice season.


Fall is the perfect time to experiment with your style, and what better way to do that than to experiment with different types of boots? Whether you’re going for a classic look with ankle booties, making a statement with over-the-knee boots, or embracing a rugged aesthetic with combat boots, there’s a perfect pair of fall boots out there waiting for you.

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