Blog: Crossroads Style

October 19, 2023 How We Style Cowboy Boots for Fall

When we style cowboy boots for fall, we create several uniform outfits that are easy to throw on and perfect for transitional weather. These looks include lots of denim, breezy dresses, and cozy sweaters.

Keep scrolling to see just a few ways we style cowboy boots for fall. Then, stop into any of our stores to see if we have a pair waiting in your size!

With an Oversized Blazer

Oversized blazers continue to trend this season, so we like to pair one with cowboy boots and straight-leg jeans.

woman wearing oversized cream-colored blazer with jeans and cowboy boots

With Denim-on-Denim

Pairing denim with more denim makes a great foundational look for our boots. You probably already have a denim shirt or jacket waiting in your closet.

woman wearing denim skirt, denim jacket, white tee, and red cowboy boots

With Striped Sweaters

We’re seeing striped sweaters everywhere right now, and they’re just calling to be paired with light-wash denim and boots.

woman wearing striped sweater and light jeans

Paired with Fancy

Dress your pair up with the pieces you usually consider “fancy” like metallics, silks, and florals.

woman wearing a metallic silver skirt and green blouse with large flower brooch

With Our Favorite Dresses

Long or short, solid or printed, we consider every dress in our closet as an outfit match. Bring in a leather belt to complete the look.

See all of the fall and winter trends we’re looking for this month in our seasonal selling guide.


Photos Via