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The Best Black Moments From The Roots Picnic

This weekend officially marked the start of Black Music Month and cookout season, and Philadelphia kicked it off in massive style. For the uninitiated, the annual Roots Picnic is a two-day cultural institution hosted by The Roots–and this year, an estimated 80,000 music lovers packed the Belmont Plateau on May 30 and 31. The festival delivered a powerhouse lineup featuring Jermaine Dupri, Brandy, and Erykah Badu, but the absolute anchor was a rare headlining set from Jay-Z, who had the entire culture talking about both his performance and his new hair. If you didn’t get to make it, we got you. Here are the absolute best moments from this year’s ultimate summer kickoff.

Destin Conrad Performed

PHILADELPHIA, PENNSYLVANIA – MAY 30: Destin Conrad performs during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Destin Conrad had his audience waving and clapping as he delivered smooth vocals while performing songs from his “Love on Digital” album, including “Kissing in Public.”

Jermaine Dupri and Bow Wow

PHILADELPHIA, PENNSYLVANIA – MAY 30: Bow Wow and Jermaine Dupri perform during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Taking it back to the 2000s, Jermaine Dupri brought Bow Wow onto the stage and took folks down memory lane as they performed their 2005 hit, “Fresh Az I’m Iz.”

Tyler, the Creator Had Fun

PHILADELPHIA, PENNSYLVANIA – MAY 30: Tyler the Creator attends Jermaine Dupri and Friends at Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Tyler, the Creator wasn’t performing, but he was having fun in the crowd during Jermaine Dupri’s set.

Brandy Headed Out To Perform

PHILADELPHIA, PENNSYLVANIA – MAY 30: Singer-songwriter/actor Brandy is seen during the Roots Picnic on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Gilbert Carrasquillo/GC Images)

Also spotted was Brandy, looking very New York in Timberlands and a baggy outfit as she left her hotel, ready to perform at the Roots Picnic.

Sean P East

PHILADELPHIA, PENNSYLVANIA – MAY 30: Sean P East performs during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Jermaine Dupri brought his whole squad for his set, and Sean P East was among them, getting the crowd hyped.

Tamar Braxton Was Spotted

PHILADELPHIA, PENNSYLVANIA – MAY 30: Singer-songwriter/actor Tamar Braxton is seen during the Roots Picnic on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Gilbert Carrasquillo/GC Images)

Tamar Braxton was spotted heading to the Roots Picnic in a fly denim outfit with red and black Nikes and a gorgeous pair of gold hoops. You can never go wrong with gold hoops.

Jay-Z Debuts New Hairstyle

Jay-Z/Courtesy of Roc Nation

Jay-Z went full fro at the Roots Picnic, which had fans gagged and loving his new look. At the same time, he reminded folks why he is the goat by delivering a crazy performance filled with his classics, such as “Public Service Announcement (Interlude).”

TikTokers Do Fit Checks

PHILADELPHIA, PENNSYLVANIA – MAY 30: Sasha Keable performs during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

British R&B artist Sasha Keable made her Roots picnic debut and ate her set up with her soulful vocals.

Shots Were Fired From Jay-Z

Oops, shots were fired by Hov toward Nicki Minaj after the “Super Bass” rapper made multiple posts mocking him and his family on X over the past two years. “A rapper can’t be my opp, I got MAGA Republicans,” Hov rapped.

Corinne Bailey Rae

PHILADELPHIA, PENNSYLVANIA – MAY 31: Corinne Bailey Rae performs during the 2026 Roots Picnic on May 31, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

Black British singer Corinne Bailey Rae turned on her mic to give fans performances of some of her iconic hits.

Dem Franchize Boyz

PHILADELPHIA, PENNSYLVANIA – MAY 30: Parlae, Pimpin, and Jermaine Dupri perform during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Parlae and Pimpin of Dem Franchize Boyz were more hip-hop icons brought out by Jermaine Dupri. Fans were truly in for the festival experience of a lifetime during Dupri’s set.

Brandy Sings “I Wanna Be Down”

PHILADELPHIA, PENNSYLVANIA – MAY 30: Brandy performs during the 2026 Roots Picnic on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

The ’90s were in the building last night as Brandy got on stage to sing her 1994 hit “I Wanna Be Down.” Her vocals are still as refreshing to listen to as the studio version.

Surprise Performance From Monica

Brandy didn’t come alone. During her set, Brandy brought Monica on stage to the surprise and delight of many fans to perform tunes like “So Gone.”

T.I.

PHILADELPHIA, PENNSYLVANIA – MAY 31: T.I. performs during the 2026 Roots Picnic on May 31, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

T.I. amped up fans by performing his 2008 classic “Live Your Life.” It was definitely the perfect tone to set for the summer.

Beyoncé Spotted Backstage

Since Jay-Z was performing, you could bet that Beyoncé would be somewhere nearby. Sure enough, fans spotted her heading backstage to support her husband.

DJ Jazzy Jeff Spins Some Tunes

PHILADELPHIA, PENNSYLVANIA – MAY 30: DJ Jazzy Jeff performs during the 2026 Roots Picnic on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

DJ Jazzy Jeff whipped up some magic on his turntables and gave folks the perfect summertime jams. No pun intended.

Malika Love Gets On Stage

PHILADELPHIA, PENNSYLVANIA – MAY 30: Malika Love and DJ Jazzy Jeff perform during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

During his set, Jazzy Jeff also welcomed Philly Hip-Hop legend Malika Love on stage to show the crowd how folks get down in Philly.

DJ Code Money and Schoolly D

PHILADELPHIA, PENNSYLVANIA – MAY 30: DJ Code Money, DJ Jazzy Jeff, and Schoolly D perform during Roots Picnic 2026 on May 30, 2026 in Philadelphia, Pennsylvania. (Photo by Taylor Hill/Getty Images for Live Nation Urban)

Malika Love wasn’t the only Philly icon to get on stage. DJ Code Money and Schoolly D also made sure to show up and spit some bars.

Beanie Sigel and Freeway Make Surprise Appearance

Jay-Z, Beanie Sigel and Freeway/Courtesy of Roc Nation

If you thought Jay-Z wouldn’t bring anyone else to perform alongside him, think again. During his set, Jay-Z brought out Beanie Sigel and Freeway to perform their 2003 track “What We Do.”

Blue Ivy Watched Her Dad Perform

@jericamphillips

Blue Ivy rocking out with her dad was too sweet! #RootsPicnic #JayZ #HOV #CarterKids

♬ original sound – jphilly

Beyoncé wasn’t the only member of the Carter family seen on day one. Blue Ivy was also spotted on the side of the stage, watching her dad deliver an incredible set.

Erykah Badu’s Incredible Stage Presence

PHILADELPHIA, PENNSYLVANIA – MAY 31: Erykah Badu performs during the 2026 Roots Picnic on May 31, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

As she always does, Erykah Badu looked ethereal on stage as she headlined day two of the music festival.

Kehlani Performed

PHILADELPHIA, PENNSYLVANIA – MAY 31: Kehlani performs during the 2026 Roots Picnic on May 31, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

Kehlani showed off not only her vocals but her moves, too, as she got down onstage, giving fans a festival performance worth watching.

Mariah the Scientist

PHILADELPHIA, PENNSYLVANIA – MAY 31: Mariah the Scientist performs during the 2026 Roots Picnic on May 31, 2026 in Philadelphia, Pennsylvania. (Photo by Astrida Valigorsky/Getty Images)

Matching with her band in all pink, Mariah the Scientist lulled fans into a musical trance, setting the tone for a night of singing, dancing and incredible vibes.

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