Sleepless Truckers are crashing Initiative Brewing The Station’s outdoor beer garden for a full band showdown that’ll ignite the night! Our five-piece crew is rolling in hot with guitars tearing it up, pedal steel screaming through the air, and drums pounding like a freight train. This isn’t just a gig—it’s a full-throttle outlaw explosion under the stars, paired with Initiative’s craft brews pouring in Prineville’s raddest beer garden. Get ready for a night of that outlaw energy that’ll have you rocking out on the grass and toasting ‘til the last riff fades!

Sign up for your very own private show at SleeplessTruckers.com!

We’re storming back to The Blacksmith Public House - your local hotspot - with a night of outlaw country that’ll blow the roof off! Get ready for an unforgettable blast of gritty energy and renegade tunes!

Get ready for a wild ride at Crosscut Warming Hut #5’s Anniversary Party with Sleepless Truckers’ Western Triple! Our three-piece outlaw country crew is hauling in a night of gritty, old-time string band vibes that’ll shake the rafters of Bend’s favorite tap house. Picture Guitar strings twangin’ and fiddle riffs roarin’ as we deliver a renegade sound that’s pure, raw, and ready to celebrate. Join us for a high-energy hoedown that’ll make this anniversary one for the outlaw history books!

Sleepless Truckers are storming Wild Ride Brewing’s 3rd Anniversary Party in Prineville with a full band explosion! Our five-piece crew’s charging in—guitars blazing, pedal steel roaring, and drums thundering like a freight train—to celebrate three years in outlaw style. This ain’t just a party—it’s a full-throttle uprising that’ll rock the patio and send the brews into overdrive. Join us for a night of that outlaw energy that’ll make Wild Ride’s 3rd the wildest showdown in Central Oregon!

Join us at Carey Foster Hall in Prineville, Oregon, for an unforgettable night of live music with the Sleepless Truckers, all in support of our brave Wildland Firefighters. We’re bringing the full band and high-energy Outlaw Country to the stage to raise funds for those who put their lives on the line to protect our communities. Come together for a cause that matters, enjoy electrifying tunes, cold drinks, and good company, and help us honor the heroes who keep us safe. Let’s make it a night of music, community, and gratitude—don’t miss out!

Phillip Austin is rollin’ into Initiative Brewing The Station for a solo showdown that’ll shake up your night! I’m slingin’ my guitar and bringin’ that outlaw energy to the heart of this Prineville gem. Expect raw, hard-hittin’ strums and tales of the open road that’ll echo through The Station’s inviting courtyard. This ain’t just a set—it’s an unfiltered, one-man stampede of outlaw country grit, paired with Initiative’s craft brews that’ll keep your glass full and your boots tappin’. Join me for a night of untamed tunes that’ll make The Station the wildest stop in town!