The 10 Comfiest Fall Boots of 2021 You Need Right Now

As we say goodbye to summer, we already know what follows – a wardrobe change. While we’re going to miss bikinis, flowy dresses and sandals, we can’t expect to carry the same energy into Fall. 

Sure, you can layer your summer clothes with cozy sweaters and warm tights to spice up your look but can you really do it without the help of fall boots? We don’t think so. 

You know the drill – it’s time we channel the inner detective in us to find the perfect fall boots.

This post contains affiliate links. If you make a purchase, we may earn a commission at no cost to you.

Fall Boots: A Guide

Fall boots come in all sizes, shapes, and colors – you’ll often come across a pair on Interest or Instagram that are so good you’ll be tempted to delve deep into your savings to own a pair. 

But are they all comfortable? Yep, that’s where the problem begins.

We understand how important the comfort quotient is, which is why we browsed through the thousands of listings to find fall boots that are not only super-cute but also super comfortable. From ankle boots and lug-sole boots to knee-high and taller riding boots, we’ve got them all.

Of course, we also did the heavy lifting to find authentic retailers where you can purchase quality boots at a price that won’t break your bank. Now all that’s left is for you to find the perfect fit. 

Madden Girl Kamora Platform Chelsea Boots

The Madden Girl Kamora Platform Chelsea Boots combines the best of both worlds. It has the chunky vibe and height of platform-style footwear as well as lug soles for a more rugged look. 

While it sure does complement a jeans/pants and shirt & blazer combo, these boots also look good when paired with a dress. Chelsea Boots add the glam quotient to almost every outfit and with dual elastic gores and a back zipper, they’re sure to fit you like a charm. 

Franco Sarto Stevie Mid Shaft Boots

Nothing spells Fall better than Franco Sarto Stevie Mid Shaft Boots. The sleek and forming silhouette of this leather bootie runs true to size. It will fit comfortably. 

The stylish square toe and the elegant block have the potential to take any outfit from a hard maybe to a strong yes.

Steven Intyce Black Leather 

Steven by Steve Madden’s Intyce Black Leather has one of the most impressive buckle details. Pair it with your favorite mini dress or a pair of skinny jeans and watch this gorgeous boot transform the outfit into a full-fledged fashion statement.

This design comes in two colors so you don’t have to miss out on these gorgeous boots if black is not your color. Opt for Intyce Cognac Leather for a medium brown color with subtle auburn undertones. 

Cacey 9×9 Heeled Booties

The Cacey bootie is crafted to give off a sleek pointy-toe silhouette. It comes in 6 different colors to suit all styles and preferences. They’re timeless and classic. 

As part of the comfort collection by Nine West, the Cacey Booties sole and upper materials are designed by keeping the comfort quotient in mind. 

Pimmz Lug Sole Boots

Pimmz Lug Sole Boots are combat boots that feature an exposed zipper and a trendy lug sole that makes it look both edgy and fashionable while being completely functional. 

The design comes complete with 3 rows of studs around the ankle which significantly contributes to its overall appeal. The Lug Sole Boots have a handmade lining and outsole and a faux leather upper construction. It comes in two colors, black and milk. 

Sofft Sharnell Western Bootie

Want your boots to offer you more than just comfort and style? Check out Sofft Sharnell Western Bootie. These booties come in three gorgeous colors so you know you don’t have to compromise on style when you’re looking for protection from weather elements! 

That’s not all. This slouched bootie is designed to give you a customizable fit thanks to the lace-up back design. It also has a leather seam-sealed construction. 

Steve Madden Rainier Rust Multi

Want to wear chunky boots and look stylish? Stride into fall with Steve Madden’s Rainier. The boot features a faux shearling lining and, hear us out, an extra chunky lug sole. 

The suede, textile, and faux shearling material brings the comfort quotient to your boot game and will compliment all jeans and comfy sweater combos.

Journee Collection Livvy Bootie

The Livvy Bootie is one of the most stylish fall boots we’ve ever seen. The side cutouts, block heel, faux suede upper, synthetic lining, and back zipper closure can add a bunch of chic factor to any casual look. 

It comes in four colors to complement every outfit, whatever design or color you need to match with.

Barret Over The Knee Heeled Boots

Barret Over The Knee Heeled Boots is one of the most versatile boots. Not only do these over-the-knee boots make for a great fall boot owing to the man-made outside material, textile/synthetic lining material, and almond toe type, it also makes great wear all year round. 

Pair it with a mini dress, a crochet top, or skinny jeans. The flattering leg-hugging suede material and high block heel have the power to level up any outfit. 

Coconuts by Matisse’s Bandera Cowboy Boot

The dark brown/beige color of the Bandera Cowboy Boots adds a rugged charm to the country girl vibe. The pull-on design and cushioned footbed add to the comfort element. 

Pair it with a pair of light wash blue jeans or play mix and match to add an eclectic mix to your fashion style.

Wrapping Up:

With the wide range of fall boots available across various brands, you’ll never have to compromise your comfort to look and feel great.

Make sure to purchase from verified retailers so you can get quality boots that last a long, long time.

Save the image below to Pinterest so you can come back later!