1969: The Pageant was initiated with the German Clubs’ festival, on a local basis. The winner of the Miss Oktoberfest Pageant then went on to compete in the Miss Canada Pageant.
1970: The Pageant was expanded to a North American eligibility basis and a great number of Canadian and American entrees were received; which, like the controversial “beer” poster, gave Kitchener-Waterloo Oktoberfest more international publicity.
1971: Miss Oktoberfest, Donna Sawicky, won the Miss Canada title.
1997: Danica Quinn, representing Kitchener-Waterloo, was crowned Miss Oktoberfest.
2003: The format for the selection of Miss Oktoberfest was changed to candidates presenting the Region of Waterloo and immediate surrounding. The selection process includes a series of interviews with the focus on personality, poise, intellect and public speaking.
2006: The Miss Oktoberfest Gala underwent a significant change in format and décor and was moved to Bingemans.