I have a slight addiction and it’s to Chelsea boots. If I claim London as one of my favorite cities and my style-icon, I guess I’m cool with this; the obsession isn’t slowing down anytime soon. I’m seeing Chelsea boots everywhere this fall and specifically pairs with a little western flair. It’s like my life in a boot…Nashville roots and London vibes. It’s what I love about cowboy boots and not what I don’t… plus, what’s so effortlessly cool about Chelsea boots with a new twist…all in one shoe.

The reasons I love this style: rad western details, classic Chelsea boot vibe, and more easily wearable with most styles of jeans & pants than any other cowboy boot style out there. The stretch gusset and lower leg shaft not only make them easy to put on, but they are flattering/narrow at the ankles and work with skinny, straight leg, wide leg, cropped pants and jeans. I was pleasantly surprised to find a really nice range of colors and prints and heel heights available in the western Chelsea boots right now, too (hi, navy patent stunners above). Something for everyone! I feel like these have the badass moto boot vibe, too, but again, are more easily wearable. Here I’ve pulled together a little roundup of my favorite pairs plus a few pics of how I like to style this boot. Then you can build up your own collection, too.

Best Of Western Chelsea Boots

My Favorite Ways To Wear Western Chelsea Boots Right Now

1. Plaid Blazer + Graphic Tee + Cropped Straight-leg Jeans

OK, this is my new favorite combo. You could essentially pop on any of the boots in this post with this look, but it was fun to go with my new navy blue patent leather stunners. They’re dark enough blue to be really versatile, but the shine makes them a little exciting. They almost read really rad rain boot, and I’m cool with that.

blazer (similar) // blazer plus size (same as mine) // jeans (similar) // boots (same as the opening pic) // tee

2. Cozy Sweater + Black Wide-Leg Jeans

This is my new everyday outfit…a cozy sweater and cropped wide legs with an easy neutral boot. You could go more taupe or a brown natural leather color here or whatever shade blends with your skin tone, but I like this neutral color family with black jeans. It reads comfy casual, and the skin tone colors will make legs look longer with the cropped jeans.

sweater (similar or this is super cute, too) // jeans (similar-mine are thrifted 501’s) // boots

3. Black Blazer + Gray Tee + Moto Jeans

Black and gray…you knew it was coming, especially from me. This is a great combo with the sharp blazer, but the moto-feel from the rest of the pieces. You know I love a good mixed-up combination and this one I wore to a conference earlier this year. It was a great travel outfit. These jeans are nice and stretchy and not too high-waisted.

blazer (4) // tee (fav & eco blend fabric/low impact dyeing) // jeans (4) // boots (similar) **sustainable pick**

4. Leopard Coat + Cozy Sweater Dress + Pop of Color Boots

And last but not least, throw on a bunch of animal print, your coziest dress, and add a pop of color with the boots. This is just a fun way to jazz up a lot of gray, honestly. Love it.

sweater dress (6) // boots // coat (similar or plus size, exact)

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