Mark your calendars!
Downtown Oktoberfest is set to return to St. Thomas on Saturday, September 19th, 2026, and organizers have announced a show-stopping highlight: a live performance by The Jim Cuddy Band.
The festival, which is shifting to Ross and Talbot Streets this year, is a free, family-friendly celebration of Bavarian culture, featuring traditional Oktoberfest activities like a ceremonial keg tapping, cultural demonstrations, games, and interactive experiences for all ages.
Jim Cuddy, one of Canada’s most celebrated singer-songwriters, will bring his iconic voice and guitar to the heart of Downtown St. Thomas. His band’s performance promises to be a major draw for both longtime fans and new listeners, making this a can’t-miss event for music lovers.
Beyond the headliner, visitors can explore the festival’s expanded footprint, including a community scavenger hunt encouraging attendees to experience local businesses while enjoying live music, food, and activities throughout the day.
Further details will be shared as the event gets closer, so keep an eye on the Downtown Oktoberfest website and social media for updates.
Written by: Kennedy Freeman
