| Fri14 May2021 |
|  | 15:30 | Hockey 3rd XI | v Grace College | H |
| |
| Sat15 May2021 |
| | 09:00 | Hockey U14A, U14C | v Durban High School | H |
|  | 09:00 | Rugby Union U16B, U15B, U14A | v Durban High School | H |
| | 10:00 | Hockey U16A, U16C | v Durban High School | H |
| | 10:00 | Rugby Union 4th XV, U15C, U14C | v Durban High School | H |
| | 11:00 | Hockey U16G | v Maritzburg College | H |
| | 11:00 | Rugby Union U16D, U15A, U14B | v Durban High School | H |
| | 11:15 | Hockey 1st XI | v Durban High School | H |
| | 11:20 | Rugby Union 3rd XV | v Durban High School | H |
| | 12:00 | Hockey U16F | v Maritzburg College | H |
| | 12:00 | Rugby Union U16C, U15D, U14D | v Durban High School | H |
| | 12:30 | Hockey 2nd XI | v Durban High School | H |
| | 12:30 | Rugby Union U16A | v Durban High School | H |
| | 13:00 | Hockey U16E | v Maritzburg College | H |
| | 13:30 | Hockey U14B | v Durban High School | H |
| | 13:40 | Rugby Union 2nd XV | v Durban High School | H |
| | 14:00 | Hockey U16D | v Durban High School | H |
| | 14:30 | Hockey U16B | v Durban High School | H |
| | 15:00 | Rugby Union 1st XV | v Durban High School | H |
| |
| Mon17 May2021 |
|  | 15:30 | Soccer Hilton Invitational XI | v St Nicholas Diocesan School | A |
| |
| Tue18 May2021 |
|  | 15:00 | Squash 1st Team | v St Charles College | H |
| |
| Wed19 May2021 |
| | 15:30 | Soccer Hilton Invitational XI | v Alexandra High School | H |
| |
| Wed26 May2021 |
| | 15:30 | Soccer Hilton Invitational XI | v Maritzburg Christian School | A |
| |
| Sat29 May2021 |
| | 09:00 | Hockey 1st XI, 2nd XI, 3rd XI, 4th XI, U16A, U16B, U16C, U16D, U16E, U16F, U14A, U14B, U14C, U14D | v Glenwood High School | tbc |
| | 09:00 | Rugby Union 1st XV, 2nd XV, 3rd XV, 4th XV, 5th XV, 6th XV, 7th XV, 8th XV, U16A, U16B, U16C, U16D, U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Glenwood High School | tbc |
| |
| Wed2 Jun2021 |
| | 15:30 | Soccer Hilton Invitational XI | v Maritzburg College | H |
| |
| Sat5 Jun2021 |
| | 09:00 | Hockey 1st XI, 2nd XI, 3rd XI, 4th XI, U16A, U16B, U16C, U16D, U16E, U16F, U14A, U14B, U14C, U14D | v Westville Boys' High School | H |
| | 09:00 | Rugby Union 1st XV, 2nd XV, 3rd XV, 4th XV, 5th XV, 6th XV, 7th XV, 8th XV, U16A, U16B, U16C, U16D, U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Westville Boys' High School | H |
| |
| Wed9 Jun2021 |
| | 15:30 | Soccer Hilton Invitational XI | v Newton High School | A |
| |
| Sat12 Jun2021 |
| | tbc | Hockey 1st XI, 2nd XI, 3rd XI, 4th XI, U16A, U16B, U16C, U16D, U16E, U16F, U14A, U14B, U14C, U14D | v Michaelhouse | H |
| | tbc | Rugby Union 1st XV, 2nd XV, 3rd XV, 4th XV, 5th XV, 6th XV, 7th XV, 8th XV, U16A, U16B, U16C, U16D, U15A, U15B, U15C, U15D, U14A, U14B, U14C, U14D | v Michaelhouse | H |
