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- 2023 • 01 • 01 - New Year's Day
- 2023 • 01 • 03 - Sec/Year 2 – 4 Orientation Programme
- 2023 • 01 • 03 - Sec/Year 1 Orientation Programme
- 2023 • 01 • 05 - Year 1 IP Bridging Programme
- 2023 • 01 • 06 - Sec/Year 1 CCA Showcase
- 2023 • 01 • 09 - Sec/Year 1 CCA Trials
- 2023 • 01 • 12 - Release of 2021 O Level Results
- 2023 • 01 • 09 - Level 3 Parent Teacher Meeting
- 2023 • 01 • 11 - Level 1 Parent Teacher Meeting
- 2023 • 01 • 16 - Level 4 Parent Teacher Meeting
- 2023 • 01 • 18 - Level 2 Parent Teacher Meeting
- 2023 • 01 • 20 - Chinese New Year Celebration
- 2023 • 01 • 23 - Chinese New Year (23-24 Jan) (Public Holiday)
- 2023 • 01 • 30 - Sec/Year 3 Boarding Programme (30 Jan – 10 Mar)
- 2023 • 02 • 06 - Start of CCA
- 2023 • 02 • 06 - Sec/Year 2 Level Camp (06-09 Feb)
- 2023 • 02 • 07 - Sec/Year 1 Level Camp (07-09 Feb)
- 2023 • 02 • 15 - Total Defence Day
- 2023 • 03 • 01 - VS-Cedar Cross Country
- 2023 • 04 • 07 - Good Friday (Public Holiday)
- 2023 • 04 • 24 - Good Friday (School Holiday)
- 2023 • 05 • 01 - Labour Day (Public Holiday)
- 2023 • 05 • 20 - VS Open House
- 2023 • 06 • 02 - Vesak Day (Public Holiday)
- 2023 • 06 • 29 - Hari Raya Haji (Public Holiday)
- 2023 • 07 • 03 - Youth Day (School Holiday)
- 2023 • 07 • 15 - Speech Day
- 2023 • 08 • 08 - National Day Celebration
- 2023 • 08 • 09 - National Day (Public Holiday)
- 2023 • 08 • 10 - National Day (School Holiday)
- 2023 • 08 • 31 - Teachers’ Day Celebration
- 2023 • 09 • 01 - Teachers’ Day (School Holiday)
- 2023 • 11 • 13 - Deepavali (Public Holiday)
- 2023 • 12 • 25 - Christmas Day (Public Holiday)
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