Western ankle boots and tall cowgirl boots in cognac, black and chocolate suede, plus tips on finding a pair that feels broken in.

Cowgirl Boots
Cowboy boots for women that look right in the city
Why cowboy boots work everywhere
Cowboy boots add instant personality to the simplest outfit. A plain sweater and jeans suddenly look styled, and a slip skirt feels a little tougher. I went deeper on a related idea in Cowgirl Boots Beyond the Rodeo.
The pairs that look best right now have a pointed or snip toe, a slanted western heel and a little stitching on the shaft. You do not need to go full rodeo: a short ankle style in suede is an easy way to start.
I split them into ankle and mid calf boots first, then tall boots for anyone ready to go bigger.

Western ankle and mid calf boots
A short western boot is the easiest way into the trend. The cognac suede pair and the saddle leather one look great with straight jeans tucked in or worn over the top. The bone suede pair with contrast stitching is the softest color here.
For something darker, the black stitched pair with a snip toe and the black embroidered styles feel a little edgy. The tobacco suede pair with tiny studs and the taupe suede pair are perfect with dresses and tights.
My fitting room test: walk around and check your heel lifts only slightly. A little lift is normal and goes away as they break in. What I would skip: shiny man made uppers that crease badly.
Western ankle boots for women

Klyde Booties
Dolce Vita

Cat Nap Cowboy Boots
Free People

Lynn Western Boot
Tecovas

Paloma Leather Western Bootie
Dingo

Dallas Western Bootie
Kork-Ease

Embroidered Western Boot
Corral

Embroidered Western Ankle Boot
Circle G

Margaret Western Bootie
Matisse

Billy Western Bootie
Frye

Stetson x THE GREAT. Cowboy Boots
THE GREAT.

Georgiana Boots
Madewell

Joplin Booties
Nili Lotan
Tall cowgirl boots
Tall cowboy boots are the statement version. The café brown and tan pairs with classic stitching look best with a long skirt or bootcut jeans. The camel suede pair is softer and easier to style.
If you want something sleeker, the black knee high pair and the dark brown suede one look almost like riding boots. The distressed beige pair feels the most vintage, the mahogany slouchy suede pair is the most fashion forward, and the taupe pair with a square toe is the most comfortable.
What I look for: a shaft wide enough to wear over skinny jeans. What I would skip: a stiff shaft that digs into your calf.
Tall cowboy boots for women

The Annie Western Boot
Tecovas

Casanova Western Boot
Ariat

Out West Cowboy Boot
Dingo

Thunderbird Leather Western Boot
Freebird

Sacha Knee High Western Boot
Frye

Wyatt Knee High Western Boot
Sam Edelman

ALBANY Stitch Cognac Suede Pointed-Toe Women's Western Boot
Steve Madden

Western Wally Boots
Staud

Calera X Toe Western Boot
Ariat

Naomi Western Boots
rag & bone

Loretta Western Boots
Freda Salvador

Jett Western Calf Boots
Loeffler Randall
How I would wear cowboy boots this fall
Start with an ankle pair under straight jeans and a cozy knit, or try a tall pair with a midi skirt and a leather jacket for the evening.
Condition leather boots before you wear them the first time and they will soften up and fit like they were made for you.






