Tag Archives: Black Hills

Deadwood sketch by Chandler O'Leary

Hitching posts for Harleys

I’ve mentioned before that I always seem to end up in the Black Hills right in the middle of the Sturgis Rally. Well, last summer I didn’t just sneak by on the highway—I jumped right into the fray. My destination wasn’t Sturgis proper, but rather nearby Deadwood, that infamously lawless frontier town of yore. I hadn’t been since I was a tiny child, so I figured it was high time I stopped by again.

And when I got there, I had a good long chuckle. Because somehow seeing all those motorcycles lined up like horses at their hitching posts, and all the weather-beaten wild-west road warriors who belonged to them… Well, somehow the scene fit the setting better than any costumed reenactor could have done.

Black Hills sketch by Chandler O'Leary

The road ahead

Tomorrow this little travel blog turns one year old. In that time, I’ve jumped around in time and place, in hopes of showing you as many different sketches as I could: country scenes, cityscapes, vintage kitsch, wildlife, you name it. But while I love me some roadside attractions, I must confess that my very favorite thing to draw might just be the road itself.

Wyoming road sketches by Chandler O'Leary

My sketchbooks are absolutely full of road sketches—either full scenes that I take time over, or little margin notes that I jot down quickly from the passenger seat as the car moves ahead. I just can’t get enough of them. I’m fascinated by how the road moves with the land, following hills and curves. As I race to put each vista down in the book, the actual road at my feet seems to transform into a painted line—tracing the landscape like a sketchbook drawing on the grandest scale imaginable.

Marin Headlands sketch by Chandler O'Leary

In the past year, I know I’ve shown you quite a few of these road drawings, but I’ve barely scratched the surface of what I have in my sketchbooks. And that’s because even after nearly a lifetime of taking road trips, and many years of drawing them, I still feel like I’m only just getting started.

So here’s to the next year of this blog, and to the road ahead. Thank you for coming along with me for the ride.