Trump Promises 'Greatest Music Ever' at Freedom 250 Rally-The Lineup Might Surprise You
The backlash surrounding Freedom 250's Great American State Fair lineup left the music festival with only two acts. In response, Donald Trumpattempted to cancel the event and replace it with himself.
On Thursday, the president posted an update to Truth Social, writing, "On Wednesday, June 24th, at 7 P.M., in magnificent Washington, D.C., now totally beautified, and one of the Safest Cities anywhere in the World, and in celebration of our Country's 250 Year History, we will be bringing you, LIVE, the Greatest Rally, EVER! It will be special at every level - a Rally to end all Rallies!"
Trump continued, revealing who would perform at the rally (of course, other than himself), "We don't want singers with no talent, but big fees to put you to sleep, we've told them all to stay home. All we want is you, me, a few speakers, and the Greatest Music ever played, the same Music you have listened to for years!"
So who are these "great" musicians? The president adds, "We will have the fabulous Lee Greenwood introducing me with what has turned out to be one of the Greatest Hits of All Time, GOD BLESS THE U.S.A., and the amazing Christopher Macchio, who will sing Nessun Dorma, Hallelujah, Ave Maria, God Bless America, and others."
The president didn't stop there. He went on to write, "Not since the legendary Luciano Pavarotti has there been such a voice! The Rally will also be featuring the wonderful U.S. Army Band "Pershing's Own" and Armed Forces Choir, and "The Presdient's Own" United States Marine Band, with the Joint Armed Forces Chorus, all of your favorite Hits, PLUS a fine and highly dignified gentleman known as, President DONALD J TRUMP!"
Who is Lee Greenwood?
Greenwood is a Grammy Award-winning country singer/songwriter who skyrocketed to fame in 1984 with the release of his iconic anthem "God Bless the U.S.A." According to the performer's website, he's sold over 25 million albums and has had 11 number-one hits.
Freedom 250 isn't the first time Greenwood and Trump have collaborated. The pair teamed up to release the "God Bless the U.S.A. Bible" in 2025. Greenwood also performed as Trump walked to the stage at the 2024 Republican National Convention, at Trump's Presidential Inauguration, and at Charlie Kirk's memorial.
Who is Christopher Macchio?
Macchio is a classically trained tenor who has performed at several Trump-backed rallies and events. The opera singer famously performed the U.S. National Anthem at the 47th Presidential Inauguration.
Will Flo Rida and Vanilla Ice still perform?
As of now, there's no word as to whether the last two acts standing will take the stage at the Great American State Fair. Flo Rida has kept mum, leaving his fans to assume he will still perform.
Robert Matthew Van Winkle (a.k.a. Vanilla Ice) has publicly expressed his love for the country and his desire to perform at the event, telling Laura Ingraham on Fox News, "Who throws a better party than Trump? Let's be honest, I've been to a few of them. This guy really knows how to throw a great party."
When asked if he's joining the June 24 rally, Vanilla Ice responded, "I hope so, I don't even know. I'm here marinating. But I'm honored to even be invited to this. And I'll be there no matter what."
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This story was originally published June 5, 2026 at 10:22 AM.