Photo: Getty Images
Conan Gray brought the holiday blues to New York City in the best way on Friday (December 12) at the 2025 iHeartRadio Z100 Jingle Ball Presented By Capital One.
Backed by his band dressed as sailers, Gray kicked off his set with a throwback to "Maniac," a track from his 2020 debut studio album Kid Krow that calls out his ex for spreading lies and calling him a "psychopath" all while trying to get back with him.
After singing "Actor," a breakup track featured on his latest album Wishbone, he went back to Kid Krow with his yearning mega hit "Heather." He explained to the crowd that the track is "about a girl that I knew in high school" and offered a hilarious non-apology to the girl in question: "Heather, if you're out there, I'm sorry... but also I'm not 'cause this song is a banger." The crowd agreed, passionately sang the chorus along with the 27-year-old musician.
Gray finished strong with his latest hit "Vodka Cranberry," also from Wishbone, bouncing around stage as he belted the heart-wrenching track about ending a second-chance romance.
Gray is setting sail in 2026 for his Wishbone World Tour, in support of his 2025 album Wishbone. Along with Esha Tewari, he will be traveling around North America starting February 19 in Minneapolis before heading to Europe in May and wrapping up in Australia in October.
Photo: Getty Images
When announcing the tour on Instagram in October, Gray shared his excitement for making his tour worldwide and "even bigger and better."
"Bringing this album on tour to you has been the greatest joy of my life, and i can't believe i get to keep wishbone's story continuing through next year!!" he said.
Photo: Getty Images
Gray was one of several artists to take the stage with festive holiday sets at the 2025 iHeartRadio Z100 Jingle Ball, joining other stars like Ed Sheeran, Reneé Rapp, Alex Warren, Zara Larsson, Jessie Murph, Laufey, MONSTA X, Myles Smith, Nelly and Ravyn Lenae.
To relive the holiday magic, iHeartRadio is partnering with ABC to bring the iHeartRadio Jingle Ball Tour to even more fans across the country, as an exclusive network special will be aired on December 17th and next day on Hulu.