| FA Cup | M. | W | D | L | goals | |||
| Away | 1 | 0 | 0 | 1 | 3 | : | 4 | |
| ∑ | 1 | 0 | 0 | 1 | 3 | : | 4 | |
| National League South | M. | W | D | L | goals | |||
| at home | 3 | 1 | 1 | 1 | 3 | : | 2 | |
| Away | 3 | 2 | 0 | 1 | 5 | : | 7 | |
| ∑ | 6 | 3 | 1 | 2 | 8 | : | 9 | |
| overall | M. | W | D | L | goals | |||
| at home | 3 | 1 | 1 | 1 | 3 | : | 2 | |
| Away | 4 | 2 | 0 | 2 | 8 | : | 11 | |
| Neutral Place | 0 | 0 | 0 | 0 | 0 | : | 0 | |
| ∑ | 7 | 3 | 1 | 3 | 11 | : | 13 | |
| FA Cup | |||||
| 1982/1983 | 1. Round | Weymouth FC | - | Maidstone United | 4:3 |
| National League South | |||||
| 2024/2025 | 43. Round | Maidstone United | - | Weymouth FC | 0:0 (0:0) |
| 2024/2025 | 25. Round | Weymouth FC | - | Maidstone United | 0:1 (0:1) |
| 2023/2024 | 36. Round | Maidstone United | - | Weymouth FC | 2:0 (2:0) |
| 2023/2024 | 7. Round | Weymouth FC | - | Maidstone United | 2:3 (1:1) |
| 2019/2020 | 33. Round | Weymouth FC | - | Maidstone United | 5:1 |
| 2019/2020 | 1. Round | Maidstone United | - | Weymouth FC | 1:2 |
|
For games that were decided on penalties the score after 120 minutes will be included in the ranking |
England 
