Oakville Trafalgar High School, or 'OT' as it is commonly known in the community, started as Oakville High School in 1908 on Reynolds Street. Renamed Oakville Trafalgar High School in the 1940s, the school moved to the present location on Devon Road in 1992. The school has many notable graduates including actor Dillon Casey, race car driver James Hinchcliffe, pro-golfer Sandra Post, Olympic gold medalist Larry Cain, musician Hagood Hardy and magician Doug Henning.
Oakville's first school was formed in 1836 and was called the Oakville Common School, only nine years after William Chisholm established the community of Oakville. The school was on Navy Street where the Oakville Public Library now stands. Students primarily learned how to read, write, and spell along with some math, history and geography.
The 1900's brought new changes to the schools. Most schools replaced their wood stove heating with coal, curriculums became more standardized, and schools had a more diverse selection of courses and were better equipped. The old Grammar School was now much too small and so it was redesigned by architect Alfred Chapman and built on Reynolds Street. The cornerstone of Oakville's second high school was laid in 1908.
At this time the school began to make some changes; the dress code was relaxed and many different sports and clubs were formed. Rugby and Hockey were the most popular and games often had a huge turnout of supporters. Debating, music recitals and dramatics were also popular clubs, but the most popular change was the allowance of dances! Up until then dances were not allowed in the school.
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