“O Brother, Where Art Thou?” Celebrates 25 Years at Grand Ole Opry with Alison Krauss, Dan Tyminski, Billy Strings and More
“O Brother, Where Art Thou?” Celebrates 25 Years at Grand Ole Opry with Alison Krauss, Dan Tyminski, Billy Strings and More
Chris BarillaMon, March 2, 2026 at 8:35 PM UTC
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Emmylou Harris, Molly Tuttle and Alison Krauss (left); Dam Tyminski and Billy Strings (right) in Nashville on Feb. 28, 2026Credit: Jason Kempin/Getty (2) -
The Grand Ole Opry celebrated 25 years of the O Brother, Where Art Thou? soundtrack at The Grand Ole Opry House in Nashville on Saturday, Feb. 28
Artists tapped to take part in the special performance included the Alaskan Sunnyside Sisters, Alison Krauss, Billy Strings, Chris Thomas King, Colin Linden, Dan Tyminski, Del McCoury, Emmylou Harris, Fisk Jubilee Singers, Jerry Douglas, Molly Tuttle, Old Crow Medicine Show, Sarah Jarosz, The Fairfield Four, The Whites and Tim Blake Nelson
"If you want to know what’s good about the United States, listen to our music," T Bone Burnett, who produced the soundtrack, told fans in attendance at the Opry for the show
Constant sorrow was far from the emotion as the Grand Ole Opry celebrated the 25th anniversary of O Brother. Where Art Thou? and its history-making soundtrack.
The star studded event, which took place at the Grand Ole Opry House in Nashville on Saturday, Feb. 28, perfectly encapsulated the roots-laden energy of the 8x platinum soundtrack, which starred the likes of George Clooney and originally released in 2001.
Honoring a quarter century of the film on country music's most legendary stage was a truly one-of-a-kind ensemble of artists. Those tapped for the celebration included the likes of the Alaskan Sunnyside Sisters, Alison Krauss, Billy Strings, Chris Thomas King, Colin Linden, Dan Tyminski, Del McCoury, Emmylou Harris, Fisk Jubilee Singers, Jerry Douglas, Molly Tuttle, Old Crow Medicine Show, Sarah Jarosz, The Fairfield Four, The Whites and Tim Blake Nelson.
Old Crow Medicine Show in Nashville on Feb. 28, 2026Credit: Jason Kempin/Getty
Krauss led off the show with a soulful rendition of "Every Time I Feel the Spirit," a segue into the unique vocal meshing of The Fairfield Four, who followed. The O Brother energy continued as Old Crow Medicine Show stunned with “Big Rock Candy Mountain," and Sarah Jarosz brought all the feels with “You Are My Sunshine”
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Interspersed with some of the most iconic scenes from O Brother Where Art Thou?, projected on the big screen over the Opry stage, Krauss commanded the stage, as she did the original soundtrack, joined by the Fisk Jubilee Singers. Her rousing performance of "Down in the River to Pray" brought the entire Opry to their feet for a standing ovation.
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Film star Thomas King joined Linden for a rendition of their iconic campfire song from the film. The Whites, sans their father, Opry member Buck White who died at 94 in 2025, performed “Keep on the Sunny Side.” And, in an electric moment, Tuttle, Krauss and Harris joined together for "Go to Sleep, You Little Baby," eliciting another standing ovation.
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Tim Blake Nelson in Nashville on Feb. 28, 2026Credit: Jason Kempin/Getty
Other highlights included Strings performing his rendition of "Wild Bill Jones," and Blake Nelson taking to the stage to enchant attendees with “In the Jailhouse Now,” which he sang vocals on for the original film. To round out a legendary evening, Tyminski performed the most iconic song associated with the film, “I Am a Man of Constant Sorrow," and the Del McCoury Band's iconic bluegrass vocals had the crowd in stunned amazement with their performance of "Get Down on Your Knees and Pray."
"If you want to know what’s good about the United States, listen to our music," T Bone Burnett, who produced the soundtrack, told fans in attendance at the Opry during a brief appearance on stage towards the end of the performance. "I am grateful to see you all here tonight."
Alaskan Sunnyside Sisters in Nashville on Feb. 28, 2026Credit: Jason Kempin/Getty
To close the show, every performer who was in attendance that evening came together to sing "I'll Fly Away," a perfect homage to the film and a tribute to its staying power and maintained relevancy a quarter century after initially being shared with fans.
Upon its release, the O Brother Where Art Thou? soundtrack was a smash success that brought Americana music to the forefront in the 21st century. Burnett and the collaborating musicians garnered the No. 1 position on the Billboard 200 as well as multiple Grammy Awards, including album of the year, for the record. Additionally, the soundtrack earned the title of album of the year at the Country Music Association Awards, the Academy of Country Music Awards and the IBMA Bluegrass Music Awards.
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Source: “AOL Entertainment”
