[13] Winchester City 2-1 Walton & Hersham [6] 2023-11-28 19:45
Stadium: The Simplyhealth City Ground Round: 1
Home History
| England Southern Premier League South | 2023/11/25 15:00 | Winchester City v Hendon | L | 0-2 |
| England Southern Premier League South | 2023/11/14 19:45 | Hungerford Town v Winchester City | D | 2-2 |
| England Southern Premier League South | 2023/11/11 15:00 | Beaconsfield v Winchester City | W | 1-2 |
| England Southern Premier League South | 2023/10/24 18:45 | Merthyr Town v Winchester City | W | 1-2 |
| England Southern Premier League South | 2023/10/21 14:00 | Winchester City v Harrow Borough | L | 1-2 |
| England Southern Premier League South | 2023/10/14 14:00 | Hanwell Town v Winchester City | D | 4-4 |
| England FA Trophy | 2023/10/07 14:00 | Winchester City v Hungerford Town | L | 3-5 |
| England Southern Premier League South | 2023/10/03 18:45 | Winchester City v Plymouth Parkway | D | 1-1 |
Away History
| England Southern Premier League South | 2023/11/25 15:00 | Walton & Hersham v Merthyr Town | L | 2-3 |
| England Southern Premier League South | 2023/11/21 19:45 | Walton & Hersham v Hendon | L | 1-3 |
| England Southern Premier League South | 2023/11/11 15:00 | Walton & Hersham v Plymouth Parkway | L | 1-2 |
| England FA Trophy | 2023/10/28 14:00 | Hendon v Walton & Hersham | L | 2-1 |
| England Southern Premier League South | 2023/10/24 18:45 | Hanwell Town v Walton & Hersham | W | 1-2 |
| England Southern Premier League South | 2023/10/21 14:00 | Walton & Hersham v Beaconsfield | W | 1-0 |
| England Southern Premier League South | 2023/10/14 14:00 | Tiverton Town v Walton & Hersham | D | 2-2 |
| England Southern Premier League South | 2023/10/10 18:45 | Walton & Hersham v Hungerford Town | W | 4-1 |