City of London School 2020-2021
| School Holidays | Start Date | Finish Date |
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| First Day of School | 03 Sep 2020 Thursday | |
| Autumn Half Term Holidays | 21 Oct 2020 Wednesday | 30 Oct 2020 Friday |
| Winter Holidays | 14 Dec 2020 Monday | 04 Jan 2021 Monday |
| Spring Half Term Holidays | 15 Feb 2021 Monday | 19 Feb 2021 Friday |
| Spring Holidays | 29 Mar 2021 Monday | 19 Apr 2021 Monday |
| Summer Half Term Holidays | 31 May 2021 Monday | 04 Jun 2021 Friday |
| Summer Holidays | 07 Jul 2021 Wednesday | 02 Sep 2021 Thursday |
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City of London School 2021-2022
| School Holidays | Start Date | Finish Date |
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| First Day of School | 03 Sep 2021 Friday | |
| Autumn Half Term Holidays | 18 Oct 2021 Monday | 29 Oct 2021 Friday |
| Winter Holidays | 17 Dec 2021 Friday | 10 Jan 2022 Monday |
| Spring Half Term Holidays | 14 Feb 2022 Monday | 18 Feb 2022 Friday |
| Spring Holidays | 04 Apr 2022 Monday | 22 Apr 2022 Friday |
| Summer Half Term Holidays | 30 May 2022 Monday | 03 Jun 2022 Friday |
| Summer Holidays | 06 Jul 2022 Wednesday | |
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City of London Freemen’s School 2020-2021
| School Holidays | Start Date | Finish Date |
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| First Day of School | 03 Sep 2020 Thursday | |
| Autumn Half Term Holidays | 21 Oct 2020 Wednesday | 30 Oct 2020 Friday |
| Winter Holidays | 14 Dec 2020 Monday | 05 Jan 2021 Tuesday |
| Spring Half Term Holidays | 15 Feb 2021 Monday | 19 Feb 2021 Friday |
| Spring Holidays | 01 Apr 2021 Thursday | 19 Apr 2021 Monday |
| Summer Half Term Holidays | 31 May 2021 Monday | 04 Jun 2021 Friday |
| Summer Holidays | 12 Jul 2021 Monday | 01 Sep 2021 Wednesday |
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City of London Freemen’s School 2021-2022
| School Holidays | Start Date | Finish Date |
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| First Day of School | 02 Sep 2021 Thursday | |
| Autumn Half Term Holidays | 20 Oct 2021 Wednesday | 29 Oct 2021 Friday |
| Winter Holidays | 15 Dec 2021 Wednesday | 05 Jan 2022 Wednesday |
| Spring Half Term Holidays | 14 Feb 2022 Monday | 18 Feb 2022 Friday |
| Spring Holidays | 31 Mar 2022 Thursday | 19 Apr 2022 Tuesday |
| Summer Half Term Holidays | 30 May 2022 Monday | 03 Jun 2022 Friday |
| Summer Holidays | 08 Jul 2022 Friday | |
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Sir John Cass Primary School 2020-2021
| School Holidays | Start Date | Finish Date |
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| First Day of School | 04 Sep 2020 Friday | |
| Autumn Half Term Holidays | 26 Oct 2020 Monday | 30 Oct 2020 Friday |
| Winter Holidays | 21 Dec 2020 Monday | 04 Jan 2021 Monday |
| Spring Half Term Holidays | 15 Feb 2021 Monday | 19 Feb 2021 Friday |
| Spring Holidays | 02 Apr 2021 Friday | 16 Apr 2021 Friday |
| Summer Half Term Holidays | 31 May 2021 Monday | 04 Jun 2021 Friday |
| Summer Holidays | 22 Jul 2021 Thursday | |
