Live Music

Turn up the music at the 2026 Calhoun County Fair!

Live music is part of the fun at the Calhoun County Fair. Check back as we add more performers to the 2026 entertainment lineup.

Saturday Night Headliner

Trey Jameson

Saturday, Oct. 17 • 9 p.m.
2026 Calhoun County Fair Headliner

Trey Jameson brings a love for music of all genres and a belief in its power to connect, inspire and uplift people. When he’s not making music, Jameson enjoys life at his ranch with his dogs, hunting and spending time at the lake.

Also Performing Saturday

Drew Oliver

Saturday, Oct. 17 • 7 p.m.
Opening for Trey Jameson

At just 19, Mission Valley native Drew Oliver is making his mark on the Texas Country and Red Dirt scene with a sound rooted in traditional country and South Texas life. Drawing inspiration from artists including Cody Johnson, Turnpike Troubadours and Pat Green, Oliver brings an energetic, authentic style shaped by small-town experiences, rural life and the music he grew up listening to.

More Music Coming Soon!

We’re still building the 2026 entertainment lineup. Check back for additional performers and showtimes as they are announced.