2026 Winnsboro Cowboy Music and Poetry Gathering
September 25, 2026
The 5th Annual Winnsboro Cowboy Music and Poetry Gathering returns to historic downtown Winnsboro Friday and Saturday, September 25 and 26. The event, hosted by Winnsboro Center for the Arts, celebrates the rich traditions, music, poetry and storytelling of the American West. It includes both ticketed performances and FREE family-friendly activities, open mic opportunities and Western-themed vendors. All activities and performances take place in downtown Winnsboro.
The event kicks off with Friday’s Cowboy Gathering Chili Cook-Off and Tasting at 5pm, giving attendees an opportunity to sample award-winning chili while enjoying live music and fellowship. At 7:30 p.m., award-winning cowboy performers Joel Nelson, Pipp Gillette, Lloyd Wright and Joel Alden White take the WCA Bowery stage.
Saturday afternoon features two open-mic performances. Cowboy poets, Western musicians, story-tellers and performers who celebrate the spirit and heritage of the American West can sign up on the website!
Saturday’s toe-tapping continues with a 4 p.m. concert featuring the popular Kristyn Harris Trio, poet Teresa Burleson and singer/poet Ed Meyer. At 7 p.m., Andy Hedges, Chris Ryden and Rod Taylor take the stage. At 8:30, the boot-scootin’ moves inside for Western Swing Dancing with Miss Devon and the Outlaw’s Amigos.
The event also includes Cowboy Tales, a FREE exhibition that illustrates the theme of western culture and imagery.