| Martin R Taylor | L | 2023-10-18 | Maidstone 2 v Rainham (Kent) 2 | MID Stevenson Cup |
| Henry Cove | W | 2023-11-12 | Hastings & St Leonards 1 v Maidstone 2 | MID Stevenson Cup |
| Ubong Samuel Archibong | L | 2023-11-15 | Medway 1 v Maidstone 3 | MID En Passant Cup |
| Henry Cove | W | 2024-01-17 | Maidstone 2 v Hastings & St Leonards 1 | MID Stevenson Cup |
| Brendan J Ruane | W | 2024-02-18 | Hastings & St Leonards 2 v Maidstone 3 | MID En Passant Cup |
| Alistair Compton | D | 2024-03-06 | Maidstone 1 v Rainham (Kent) 1 | MID County / Lewis Cup |
| Robert Jacobs | W | 2024-03-13 | Maidstone 2 v Tunbridge Wells 1 | MID Stevenson Cup |
| Martin R Taylor | L | 2024-03-27 | Rainham (Kent) 1 v Maidstone 1 | MID County / Lewis Cup |
| Adam Dakin | W | 2024-04-03 | Maidstone 3 v Weald of Kent 1 | MID En Passant Cup |
