Some of the best Milwaukee concerts and comedy shows this winter
Here are some top shows to check out in Milwaukee from December 2025 through February 2026.
Three rising country artists who delivered some of the buzziest shows in Milwaukee in 2025 have graduated to Country Thunder Wisconsin headliner status for 2026.
Gavin Adcock, the Red Clay Strays and Riley Green – and longtime country A-lister Keith Urban – will headline the Academy of Country Music Award-winning festival in Twin Lakes, Wisconsin, July 16 to 19, festival officials announced Dec. 4.
Adcock and Green both performed for some of the largest side-stage crowds at Summerfest in Milwaukee this year, while Red Clay Strays headlined a sold-out show at the BMO Pavilion in August.
The Country Thunder lineup also boasts the first Wisconsin performance from Shaboozey, whose blockbuster hit “A Bar Song (Tipsy)” was the most streamed song on Spotify in Milwaukee last year. Other confirmed acts include Gretchen Wilson, Ian Munsick, Nate Smith, George Birge, Mark Chesnutt, Dasha, Corey Kent and more.
Tickets and camping passes are available at countrythunder.com/wi-tickets, with weekend passes ranging from $320 for general admission to $790 for a “weekend platinum circle” experience.
