The school has a diverse student population that hails from a variety of countries, and represents a harmonious mix of cultures, religions, and languages. Given this diversity the school has a solid English as a Second Language (ESL) program to assist new immigrants, and a Peer Assisted Learning (PALS) program. Many of the volunteers of PALS are former ESL students who have mastered English.
The school has the Regional Enhanced Learning Centre for the secondary gifted program. Students from the Applewood Acres satellite program have access to The Woodlands School. The strong student performance, by individuals and teams, consistently places The Woodlands among the top academic schools in the Peel District School Board and Ontario. Recently, the School ranked 27th nationally in 2008 Euclid Contest (2nd in the Mississauga region.), and 37th nationally in the 2008 Fermat Contest. (3rd in the region). In addition, the school has high Ontario Secondary School Literacy Test passing rate with 91%.
While the Woodlands was designed to be an open-concept school, this original vision has not been proven to be very successful. Consequently, the school, after several years, was re-organized along traditional lines, resulting in few of the classrooms having windows, making them very hot in the summer.
The Woodlands School also has a Drama program that organizes a major production every year. The Drama department also fields very strong competitors in the Sears Festival, and for the past four years a Woodlands School play has moved on to the Regional level of the competition at Hart House Theatre in Toronto. The school also organizes "Theatre Shorts", a series of one-act plays. The drama department works in conjunction with the music department to present a musical on a bi-yearly basis.
The school's junior (grades 9 and 10) and senior (grades 11 and 12) cricket teams have consistently been top performers over the past 7 years. They have won more ROPSSAA championships than all the schools in the Peel Region combined. This makes the school a rarity amongst schools focussed on academice, because these often enjoy only limited sporting success.
Additionally, the fact that few classrooms have windows which are not incorporated into classroom doors and that barbed wire fencing surrounds a government building located directly beside the parking lot of the school, gives it a somewhat jail-like appearance.
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