Nightlife in Ossington

High School Crush

Dust off your inner teenager and head to The Painted Lady for High School Crush, a live cover night devoted entirely to the anthems that defined your awkward, glorious youth. From early-2000s pop-punk to 90s alt-rock staples, this band commits fully to the nostalgia trip — and the crowd always sings every word. Grab a drink, find your people, and spend a Tuesday night feeling seventeen again on one of Ossington's most beloved neighbourhood stages.