Light Up The Night 2026

Light Up The Night celebrates the holiday season in Downtown Oakville with an evening of festive entertainment and the lighting of the iconic holiday tree.

Lakeshore Road East, from Thomas to Dunn Street, becomes a car-free pedestrian street for the event. The schedule runs as follows: 5 PM, Jingle with DJ Jan; 5:30 PM, The Ault Sisters & Live Band; 6 PM, tree lighting; 6:15 PM, The Ault Sisters & Live Band; 7 PM, dance lessons with City Dance Corps; 7:30 PM, carolling with Candy Cane Carollers; 8 PM, Jingle with DJ Jan; 8:30 PM, The Ault Sisters & Live Band.

Horse-drawn wagon rides depart from George and Robinson Streets on a first come, first served basis. Strolling carollers, hot chocolate, and other holiday activities are also featured. Attendees are welcome to bring family and bundle up for the evening.