The Best Boots for Fall: Cute Fall Boot Trends for The Season Ahead

With the changing season quickly approaching, it’s the perfect time to spruce up your wardrobe (it also creates a great excuse to go shopping).

Fall fashion is one of the main perks of cooler weather and shorter days. Chunky knit sweaters, comfy denim, and knee-high boots are a few closet staples that signal the start of autumn.

If you’re looking for a functional and fashionable boot to add to your outfit rotation or you just want to keep up with the latest fall boot trends, these picks are for you. From affordable Amazon finds to boots that are actually comfortable to walk in, I’m sharing my roundup of the best boots for fall below.

All of these boots can be worn for a variety of occasions and they’re versatile enough to wear with a handful of outfits. Whether you’re going on a fall trip and need a trusted pair of shoes to keep you warm and cozy or you’re just in search for everyday booties that go with everything, you’re sure to find your match.

The Best Boots For Fall

Isla Suede Bootie

These are some of my favorite boots to wear from day to night. They are soooo comfortable and really versatile. The skinny ankle makes them great to pair with leggings, tights, or straight leg jeans.

Atlanta Heeled Boot

Atlanta Heeled Boot

These brown leather booties are a must-have. The deep walnut hue and leather detailing make them look rich when paired with dark denim and a duster.

Amazon the Drop Western Ankle Boot

Amazon the Drop Western Ankle Boot

Is there anything better than a chic Amazon find? The dark brown suede is unique yet perfect for the fall, but the boots come in five different colors if you want more options.

Brazen Bootie

Brazen Bootie Best Boots for Fall

No shoe closet is complete without a pair of black leather booties. Style them with denim and gold jewelry for a timeless and sophisticated look.

New Frontier Western Boot

New Frontier Western Boot

Fall colors don’t have to be limited to browns and beiges. While the gold jewel tones of these vintage-inspired boots is unexpected, it works well with a variety of hues that are likely in your closet already — think navy blue sweaters, white cardigans, or denim jackets.

East Alli Boots

East Alli Best Boots for Fall

Something about snakeskin feels highly fitting for the fall. These fun boots have a small heel and so much character. Plus, I love the cocoa brown color so much.

Maximal Boot

Maximal Boots for fall

Strike a balance between dressy and casual with these square-toed boots. The block heel and glossy finish add a modern touch.

Stuart Weitzman 5050 Boot

Stuart Weitzman 5050 Boot | Best Boots for Fall

I’m pretty much obsessed with these Stuart Weitzman boots. I did so much research before purchasing them (because they are definitely an investment) and I can confirm that they are worth every penny. I love that they go over the knee and that I can wear them all day without sacrificing comfort.

Ricky Boot

Ricky Boot

These might not go over your knees, but they certainly will keep your legs warmer than booties on crisp fall days. I love that the stacked heel offers some extra height.

Alohas South Boot

Alohas South Boot | Best Boots for Fall

This brand has been gaining lots of popularity in recent years due to their high quality. The leather lining, insole, and heel create a well-rounded look.

Lisa Bootie

Lisa Bootie

Heading to the office? Sock booties are a good footwear choice when you need something stylish and professional while dressing seasonally appropriate. The pointed toe detail adds a polished touch.

Steve Madden Kiley Platform Bootie

Steve Madden Kiley Platform Bootie

Ribbed fabric offers a good bit of stretch to these platform boots. The chunky heel will help you make a bold statement no matter what you pair them with.

Franco Sarto Gracelyn Zip Bootie

Franco Sarto Gracelyn Zip Bootie

Olive green is a classic fall color but it can feel like overkill to wear it too often. I like that these shiny boots have such a deep olive fall color — it makes them look much more expensive.

Sam Edelman Laguna Bootie

Sam Edelman Laguna Bootie | Best Boots for Fall

Need comfortable booties to walk or stand in all day? Look no further. With a thick rubber sole and elastic side gussets, these pull-on boots are a no-brainer.

Bicolor Boot

Bicolor Boot | Best Boots for Fall

Color-blocking can add a lot of personality to an outfit — perfect for ringing in a new season. The two-tone design that incorporates both tan and black feels so on trend for autumn and the winter.

West Cape Boot

West Cape Boot | Best Boots for Fall

Just because you’re not wearing summer whites and brights does not mean your looks have to be boring — fall can be fun too. Try incorporating copper tones into your wardrobe to brighten things up a bit.

Stassi Water Repellent Bootie

Stassi Water Repellent Bootie

If you live somewhere with changing seasons and inclement weather, these are the boots for you! A water repellent bootie is a must have for your closet on rainy and damp days.

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