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2019
- OSS Speech Day 113th Anniversary
- Fitness Run
- Sec 3 Camp
- Teacher’s Day celebration and Bond-over-breakfast
- Bicentennial
- Swimming Carnival and Inter-House Games
- Cultural Immersion Programme 2019 – Chiang Mai, Thailand
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- Overseas Experiential Learning Programme – Seoul 2019
- Overseas Immersion Programme – Shanghai
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2018
- Secondary One Orientation
- O-level Results Release
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- Big Day Out
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- National Schools Speed Climbing Championships
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- National Schools Literature Festival
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- Happy Teachers' Day
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