Music Events

Cadillac Avenue event photo

Cadillac Avenue

Saturday September 26th

Cadillac Avenue brings the heart and soul of Texas Crossroads music to life. With rich harmonies, electrifying performances, and a blend of classic and modern sounds, we're here to keep the spirit of Texas alive.

08:00 PM - 11:00 PM

2026-09-26 20:00:002026-09-26 23:00:00America/ChicagoCadillac AvenueCadillac Avenue brings the heart and soul of Texas Crossroads music to life. With rich harmonies, electrifying performances, and a blend of classic and modern sounds, we're here to keep the spirit of Texas alive.Cowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Libby Koch event photo

Libby Koch

Sunday September 27th

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07:00 PM - 09:00 PM

2026-09-27 19:00:002026-09-27 21:00:00America/ChicagoLibby KochBuy TicketsCowboy SurferCowboy Surfermanager@cowboysurferbar.com
Mike Stinson event photo

Mike Stinson

Sunday October 4th

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07:00 PM - 09:00 PM

2026-10-04 19:00:002026-10-04 21:00:00America/ChicagoMike StinsonBuy TicketsCowboy SurferCowboy Surfermanager@cowboysurferbar.com
Big Al Bettis Band event photo

Big Al Bettis Band

Saturday October 10th

Over 40 years experience in country, blues and southern rock influences. 

08:00 PM - 11:00 PM

2026-10-10 20:00:002026-10-10 23:00:00America/ChicagoBig Al Bettis BandOver 40 years experience in country, blues and southern rock influences. Cowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Shake Russell event photo

Shake Russell

Sunday October 11th

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07:00 PM - 09:00 PM

2026-10-11 19:00:002026-10-11 21:00:00America/ChicagoShake RussellBuy TicketsCowboy SurferCowboy Surfermanager@cowboysurferbar.com
Kip Kelly event photo

Kip Kelly

Sunday October 18th

07:00 PM - 09:00 PM

2026-10-18 19:00:002026-10-18 21:00:00America/ChicagoKip KellyCowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Havoc Wagon event photo

Havoc Wagon

Saturday October 24th

Havoc Wagon is an independent Texas-based band blending outlaw country, hard rock, blues, and swamp funk.

08:00 PM - 11:00 PM

2026-10-24 20:00:002026-10-24 23:00:00America/ChicagoHavoc WagonHavoc Wagon is an independent Texas-based band blending outlaw country, hard rock, blues, and swamp funk.Cowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Texas Turbines event photo

Texas Turbines

Sunday October 25th

07:00 PM - 09:00 PM

2026-10-25 19:00:002026-10-25 21:00:00America/ChicagoTexas TurbinesCowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Texas Cylone Band event photo

Texas Cylone Band

Sunday November 1st

Classic and contemporary bluegrass music from Houston TX

07:00 PM - 09:00 PM

2026-11-01 19:00:002026-11-01 21:00:00America/ChicagoTexas Cylone BandClassic and contemporary bluegrass music from Houston TXCowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Al Staehely event photo

Al Staehely

Sunday November 8th

While known to many as the lead vocalist, bass player, and principal songwriter on Spirit's fifth album, 1972's 'Feedback', Staehely went on to enjoy a lengthy career in bands like the Staehely Brothers, and The Nick Gravenites / John Cipollina Band, while also writing songs for the likes of Keith Moon, Bobbie Gentry, Patti Dahlstrom, Nick Gravenites, John Cipollina, Marty Balin, Peter Cox and Hodges, James & Smith and more. 

07:00 PM - 09:00 PM

2026-11-08 19:00:002026-11-08 21:00:00America/ChicagoAl StaehelyWhile known to many as the lead vocalist, bass player, and principal songwriter on Spirit's fifth album, 1972's 'Feedback', Staehely went on to enjoy a lengthy career in bands like the Staehely Brothers, and The Nick Gravenites / John Cipollina Band, while also writing songs for the likes of Keith Moon, Bobbie Gentry, Patti Dahlstrom, Nick Gravenites, John Cipollina, Marty Balin, Peter Cox and Hodges, James & Smith and more. Cowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Dub Miller event photo

Dub Miller

Sunday November 15th

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07:00 PM - 09:00 PM

2026-11-15 19:00:002026-11-15 21:00:00America/ChicagoDub MillerBuy TicketsCowboy SurferCowboy Surfermanager@cowboysurferbar.com
Mandi Powell event photo

Mandi Powell

Sunday November 22nd

Mandi Powell is an independent Texas-based singer, songwriter, and musician blending country and Americana/alt-country genres

07:00 PM - 09:00 PM

2026-11-22 19:00:002026-11-22 21:00:00America/ChicagoMandi PowellMandi Powell is an independent Texas-based singer, songwriter, and musician blending country and Americana/alt-country genresCowboy SurferCowboy Surfermanager@cowboysurferbar.com
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Leslie Waugh with William James event photo

Leslie Waugh with William James

Sunday November 29th

07:00 PM - 09:00 PM

2026-11-29 19:00:002026-11-29 21:00:00America/ChicagoLeslie Waugh with William JamesCowboy SurferCowboy Surfermanager@cowboysurferbar.com
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