Theatre Westdale participates in the
Sears Drama Festival, putting on annual productions of musicals, and a host of other activities including an annual 24-hour Improvathon. In terms of musicals, in 2004 Theatre Westdale performed
West Side Story to audiences in four sold-out nights and in 2005 they performed
Grease. At the Sears Festival in early 2005 Westdale submitted two plays,
The Complete Works of William Shakespeare (Abridged) and
The Least Offensive Play in the Whole Darn World. Both plays won numerous awards and
The Complete Works advanced to the provincial showcase. The following year (2006) Westdale submitted the Greek tragedy
Antigone to the festival and won much critical acclaim, including 4 out of the 17 awards available at the regional level of the competition. In 2007, Westdale again entered two plays:
The Bible: The Complete Word of God (Abridged), and
The Bald Soprano. The Bald Soprano advanced to the provincial showcase, winning a total of twelve awards throughout the 2007 festival. The 2008 Sears Festival year included one entry from Westdale, the student-written, student-directed play
Prizefighter. The play received 10 awards at the District and Regional levels, including one for outstanding prop direction. During 2007–2008, Westdale ran a pilot program of a Theatre Production course, in which students learn the on- and back-stage jobs that go into producing and performing a musical production. The production,
Guys And Dolls, was performed in January 2008. Theatre Westdale's 2008–2009 production,
Cabaret, was performed in December 2008 and was directed by Erin Newton. In 2009, Westdale performed a Sears Drama Festival entry named
Enter Alice which was written and directed by Aaron Jan. The play received three awards in the District Festival (Awards of Excellence for Costumes, Performance, and Original Script) and three awards at the Regional Showcase (Costumes, Performance and Original Script). On 9/10 December Theatre Westdale performed the musical
Annie which sold out for all matinee performances. In 2010 for the Ontario Sears Drama Festival the cast did a student written play by Aaron Jan. The play is called
Rain which deals with the issues of homophobia in a high school setting. Rain won 4 awards including 1 for performance, lighting and direction and an outstanding performance award. The play went on to win 4 more awards for performance, dancing, stage management and the adjudicator's award for script. In 2010/11 Theatre Westdale put on the musical
Footloose. In 2011 for the Ontario Sears Drama Festival Westdale performed a production of
Elephant's Graveyard. In 2012 a collective of students wrote the Historical piece Triangle, the collective focuses on the
Triangle Shirtwaist Factory fire and the problems of working without a union. The collective was performed at the District, Regional and Provincial levels of the Sears Ontario Drama Festival winning awards in Stage Management, Music, Acting, Technical Theatre and Direction. In 2012, Theatre Westdale presented a representation of Little Shop of Horrors, by
Alan Menken and
Howard Ashman, however the production was cut short because of the labor dispute between the Ontario Government and the Teacher's Unions. Following the labor dispute, Westdale put on two productions in the spring of 2013 for the Sears Drama Festival, Drafts and Asylum, directed by students Greg Waters and Russel Niessen, respectively. Additionally, Westdale performed
Legally Blonde in the 2022–2023 school year. They did so through their musical theater program. This is a program that can be taken in a student's 11th or 12th year of highschool. It involves the production of a
musical, including its licensing, casting and production. They also performed
Mean Girls in the 2023–2024 school year and
Mamma Mia in the 2024–2025 school year. ==Extra curriculars==