Pickering High School is a Canadian high school located in Ajax, Ontario, within the Durham District School Board serving the west Ajax and east Pickering area. Specifically, the school is found in historical Pickering Village, Ontario on Church Street. The school has students in grades 9 to 12, and offers gifted, co-op, and special education classes. Some gifted classes include: English, Science, Geography, History, and Mathematics.

During the 1960s, Pickering High School was home to its famous rifle club.

In August 2008, Pickering High School completed a 21-million-dollar renovation project.

Pickering High School was ranked 222nd of 740 schools in a study of Ontario high schools in 2015/2016. It obtained an overall score of 7/10 in 2016, up from 6.5 in 2012 and 5.2/10 in 2009. Scores are based on academic performance of students on grade 9 mathematics and the OSSLT. In 2012, Pickering HS rose in rank for the last three years, having been ranked 528th overall in 2009. The study was conducted by the Fraser Institute, which conducts studies on educational policy across Canada.

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• Karena Evans, Actress, Director
• Charlotte Arnold, actress
• Boi-1da, Grammy Award-winning hip hop producer
• Munro Chambers, actor
• Jesse Colburn, guitarist
• Glenn Healy, former NHL player and commentator
• Sara Kaljuvee, Olympic bronze medalist for Rugby Sevens
• Cory Joseph, NBA champion, and point guard for the Orlando Magic
• Devoe Joseph, professional basketball player
• Nichelle Prince, Canadian women's soccer player
• Mark Spicoluk, musician
• T-Minus, Grammy nominated hip hop producer
• Alex Laurier (Alex Eftimoff), children's entertainer

Pickering High has many former professional and former Olympic athletes as coaches:

• John Martini – a former CFL player
• Stan Tzogas – an Olympic wrestler and Canadian Olympic Coach
• Jens Kraemer – played for Hamburg SV

• 1965 Boys' Volleyball
• 1986 Boys' Rugby
• 1990 Boys' Rugby
• 2005 Boys' Football (Golden Horseshoe Bowl)
• 2007 Boys' Basketball
• 2008 Boys' Basketball
• 2013 Girls' Soccer
• 2017 Girls' Wrestling

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• 1987 Junior Boys
• 1991 Overall Boys
• 1992 Senior Boys
• 1997 Overall Boys
• 1998 Midget Boys
• 1998 Ovelol
• 2002 Midget Boys
• 2002 Overall Boys
• 2003 Junior Boys
• 2007 Midget Girls
• 2007 Overall Combined Co-Ed
• 2007 Overall Girls
• 2008 Midget Boys
• 2009 Junior Boys
• 2009 Overall Boys
• 2009 Overall Combined Co-Ed
• 2009 Overall Girls
• 2010 Overall Boys
• 2010 Overall Combined Co-Ed
• 2010 Overall Girls

In February 2009, the school was placed in lock down after a stabbing and ensuing motor vehicle accident occurred several blocks away, at a nearby park.

In February 2022, the school was placed in a Hold and Secure after one of its feeder schools, Alexander Graham Bell Public School, had reported an armed suspect connected to a local drug store robbery.

Located in Ajax, Ontario

• Alexander Graham Bell Public School
• Cadarakque Public School
• Eagle Ridge Public School
• Lincoln Alexander Public School
• Lincoln Avenue Public School
• Michaëlle Jean Public School
• Roméo Dallaire Public School
• Vimy Ridge Public School
• Westney Heights Public School
• Roland Michener Public School
• Applecroft Public School

Located in Pickering, Ontario

• Frenchman's Bay Public School
• William Dunbar Public School

• Education in Ontario
• List of secondary schools in Ontario

• Pickering High School