Sep 25, 2026 - Sep 26, 2026

The 5th Annual Winnsboro Cowboy Music and Poetry Gathering returns to downtown Winnsboro Friday and Saturday, September 25 & 26. The event, hosted by Winnsboro Center for the Arts, celebrates the rich traditions, music and poetry of the American West and ranch life. It includes ticketed performances, FREE family-friendly activities and Western-themed vendors. All activities and performances take place in downtown Winnsboro, one of Texas' designated Cultural Districts, which features the Bowery pedestrian zone, quaint boutiques and eateries. 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. Friday evening brings the first of four concerts, all featuring nationally recognized cowboy poets, musicians, storytellers and artists for an unforgettable experience honoring cowboy heritage. At 7:30pm, award-winning cowboy performers Joel Nelson, Pipp Gillette, Lloyd Wright and Joel Alden White take the WCA Bowery stage, bringing with them music that reflects combined decades of experience as both working cowboys and performing artists. Saturday features two open-mic performances. Cowboy poets and performers who celebrate the spirit and heritage of the American West can sign up here! Saturday’s toe-tapping continues with a 4pm concert on The Bowery Stage featuring the popular Kristyn Harris Trio, poet Teresa Burleson and singer/poet Ed Meyer. At 7pm, Andy Hedges, Chris Ryden and Rod Taylor take the stage. At 8:30, the boot-scootin’ moves inside the new Creative Learning Center to the second floor for Western Swing Dancing with Miss Devon and the Outlaw’s Amigos. Guests here are encouraged to kick up their heels and celebrate music that has become a treasured part of Texas culture. The event also includes Cowboy Tales, a FREE exhibition at the WCA Sept 23 - Nov 14 that illustrates the theme of western culture and imagery.
More Info

200 Market St.
Winnsboro, TX 75494
Phone: 903-342-0686
Email: wca.artscenter@gmail.com
Cost: $0-$50; $70 Saturday day pass includes both shows
Time: Friday, Sept 25, 5 p.m. – 9:30 p.m.; Saturday, Sept 26, 10 a.m. – 10 p.m.