- January 1: First Day Hike (Bronte Creek)
- January 1: Courage Polar Bear Dip for World Vision
- January 2-6: The McQuesten Family Christmas
- January 3: Victorian Christmas at Bronte Creek
- January 3: Craft and Tour at the Oakville Museum
- January 6: M.P. Karina Gould’s Annual New Year’s Levee
- January 19: The Bridal Show
- January 19: 2019 Oakville Chinese New Year Gala
- January 25: I Mother Earth + Finger 11
- January 29: Taste of Burlington Launch Event
- January 31: Shaun Boothe presents The Unauthorized Biography Series
