Head to Head
| England Southern League Division One | 2020/10/27 19:30 | Cinderford v Winchester City | W | 1-2 |
Home History
| England Southern League Division One | 2022/02/01 19:45 | Winchester City v Sholing | W | 3-1 |
| England Southern League Division One | 2022/01/07 19:45 | Winchester City v AFC Totton | W | 3-1 |
| England Southern League Division One | 2021/08/18 18:45 | Slimbridge v Winchester City | D | 1-1 |
| Club Friendly List | 2021/08/03 18:45 | Met Police v Winchester City | D | 1-1 |
| UK Friendlies | 2021/07/17 14:00 | Winchester City v Poole Town | L | 2-6 |
| England Southern League Division One | 2020/10/27 19:30 | Cinderford v Winchester City | W | 1-2 |
| England Southern League Division One | 2020/10/24 14:00 | Highworth Town v Winchester City | L | 1-0 |
| England Southern League Division One | 2020/10/20 18:45 | Winchester City v Bristol Manor Farm | W | 3-2 |
Away History
| England Southern League Division One | 2022/02/08 19:45 | Cinderford v Slimbridge | L | 1-2 |
| England Southern League Division One | 2022/01/01 15:00 | Evesham United v Cinderford | L | 2-1 |
| England Southern League Division One | 2021/12/07 19:45 | Cirencester v Cinderford | L | 2-0 |
| England FA Trophy | 2021/11/13 15:00 | Binfield v Cinderford | L | 3-0 |
| England FA Trophy | 2021/10/30 14:00 | Cinderford v Thatcham Town | W | 7-6 |
| England FA Trophy | 2021/10/09 14:00 | Cinderford v Bideford | W | 4-2 |
| England Southern League Cup | 2021/10/06 18:45 | Slimbridge v Cinderford | D | 2-2 |
| Club Friendly List | 2021/07/21 18:45 | Cinderford v Gloucester | L | 2-3 |
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