9 Elevated Brown Boot Outfits for Every Fall Occasion

I think we can all agree that boots are a staple in a fall wardrobe. There are so many styles to choose from whether you’re looking for a sock bootie, cowboy boot, or over-the-knee suede kind of moment. Brown boots in particular can be worn so many ways and really bring a look from work to play seamlessly. We want to find you that boot that feels like a second skin. Leather is a material that softens with time, meaning your shoes will only get more comfortable through the crisp autumn days.

A brown boot can set the tone for an outfit or be the focal point of your look. Take a classic Chelsea boot for example; the styling options are truly endless. Wake up, grab a coffee, and go to the office in your brown boots and blazer. Switch out your denim for a dress and head straight to dinner with friends. Our goal is to find you a shoe that will transform your wardrobe and elevate the looks you already have in your closet. Keep scrolling to find nine ways to style brown boots for the fall.

Acne's Bertine Booties

A mix between a sock bootie and block heel, Acne's Bertine Booties are for our fashion forward. Style with a midi dress and layer over a sweater for extra coziness.

We The Free's Montage Tall Boots

Cowboy boots are trending, and it’s time to invest in a dreamy chocolate brown pair. Western-inspired and made to wear better with time, these Montage boots pair well with a floral mini dress and fluffy, textured bag.

Pro Tip: Don’t worry if your cowgirl boots get scuffed up. Leather is meant to soften over time, giving the boots more character.

Legres' Suede Ankle Boots

Handmade in Italy and crafted in light brown suede, Legres' ankle boots are the perfect shoe to wear with a bootcut jean and plaid coat. Casual enough for everyday wear, but still sophisticated enough for elegant styling.

UGG's Classic Short II

The epitome of a classic shoe, UGG’s short boots are made to keep your feet cozy and comfortable. Real sheepskin lining keeps your toes warm, while the outer layer propels liquids to keep your feet dry. We’ve styled with leather leggings and an oversized blazer for a casual, chic look.

Frye's Sabrina

Frye boots are crafted with care to last a lifetime. With a lug sole and block heel for extra style, the Sabrina is no exception. Pair with a mini dress for date night or style everyday with denim and a jacket.

Stuart Weitzman's Tieland

Over-the-knee boots? Don’t mind if we do. Fit to hug your legs in all the right places, the Stuart Weitzman Tieland is a classic suede boot offered in four different widths to assure the perfect fit. We’ve paired them with a sweater dress and YSL bag for a classic autumn look.

Dolce Vita's Layton Booties

We love the Layton boot for a classic everyday, almond-toe boot. A two-inch heel adds height without being uncomfortable, while the rubber sole works for consistent wear.

J.J. Gray's Peter Military Boot

The J.J. Gray Peter boot is as soft as butter. Handcrafted in Spain, this genderless style is made to be worn out in the elements. Dress up with a white Jacquemus jumpsuit and throw on a colorful tote for added flair.

Schutz's Haven Bootie

A western-style bootie that hits right above the ankle, the Haven is made in a multicolor snake-embossed leather, and, yes, it is made for walking. Mixing style and comfort, you will be able to live in this bootie from work to play.