| James Connor C Forster | L | 2023-11-22 | Round 1 | HCCSW |
| Robert Davenport | W | 2023-10-16 | Ringwood B v Highcliffe C | B&DCL Div 3 |
| Duane Summerbell | W | 2023-11-02 | Dorchester B v Highcliffe B | DCL Div 2 |
| Michael J Litchfield | D | 2023-11-06 | Highcliffe C v Southbourne C | B&DCL Div 3 |
| Adam R Ursell | L | 2023-11-23 | Round 2 | HCCSW |
| P Dragi Popovic | W | 2023-11-27 | Highcliffe C v Poole C | B&DCL Div 3 |
| Stephen M Pollyn | L | 2024-01-10 | Wimborne C v Highcliffe C | B&DCL Div 3 |
| Larissa Cuthbert | L | 2024-03-15 | Southbourne C v Highcliffe C | B&DCL Div 3 |
| Tim Joyce | W | 2024-04-08 | Poole C v Highcliffe C | B&DCL Div 3 |
| Derek Mount | L | 2024-04-15 | Highcliffe C v Purbeck B | DCL Div 3 Knockout |
| Graham Hillman | W | 2024-04-22 | Highcliffe C v Wimborne C | B&DCL Div 3 |
| Stephen Bolton | L | 2024-05-14 | Bournemouth C v Highcliffe C | B&DCL Div 3 |
| Chris Foley | D | 2024-06-17 | Highcliffe v Southbourne | B&DCL Summer League - 2024 |
| Susan Kageler | D | 2024-07-01 | Highcliffe v Wimborne | B&DCL Summer League - 2024 |
| Paul T Errington | W | 2024-07-15 | Highcliffe v Bournemouth | B&DCL Summer League - 2024 |
