Josh Ross: Later Tonight Tour

Josh Ross brings his Later Tonight Tour to Burton Cummings Theatre in Winnipeg on February 26, 2026. The Ontario-born, Nashville-based singer moves between contemporary country and pop, with songwriting that leans on intimate stories of small-town life, breakups and the pull of memory. Before music took over, he came through university sports, then built his path on local stages and regular trips between Canada and Tennessee. “First Taste of Gone” marked a turning point, followed by “On A Different Night,” “Trouble” and “Ain’t Doin’ Jack,” tracks shaped by melodic hooks, classic storytelling and structures that edge toward pop-rock. Signed to Universal Music Canada in partnership with Big Loud, Ross has refined his live chops across North American country venues and festivals, often in support slots for established acts. On stage, his band keeps it guitar-forward and tight, with a collective dynamic that serves the songs and lets the choruses land without frills.