Under Bennett, the orchestra became fully professional but also ran into financial difficulties through unrealized revenue projections and a musician's strike in 1988.

During his tenure, the orchestra received a Juno nomination for their recording of Peter and the Wolf & Last Minute Lulu.

[2] On Feb 26, 2013, the Windsor Symphony Orchestra announced the appointment of Robert Franz as their sixth music director.

The WSO also has 4 to 5 chamber orchestra programmes in its "Intimate Classics" series performed in Windsor, Leamington and Tecumseh, Ontario.

The Chorus, which is volunteer and by audition, performs several concerts throughout the season at the Capitol Theatre as well as at UW Assumption University Chapel, covering classical as well as contemporary and pop music.

During the Covid-19 Pandemic, the WSO worked with healthcare facilities to provide access to digital performances.

Music hosts guide children in exploration of classic melodies, orchestral families, traditional songs, art, story telling and magic.