Head to Head
| Scotland League One | 2024/11/09 15:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
| Scotland League One | 2024/08/31 18:16 | Stenhousemuir v Annan Athletic | W | 5-1 |
| Scotland League Two | 2023/05/06 14:00 | Stenhousemuir v Annan Athletic | W | 2-1 |
| Scotland League Two | 2023/03/04 15:00 | Annan Athletic v Stenhousemuir | W | 2-3 |
| Scotland League Two | 2022/10/08 14:00 | Stenhousemuir v Annan Athletic | D | 2-2 |
| Scotland League Two | 2022/08/06 14:00 | Annan Athletic v Stenhousemuir | L | 2-1 |
| Scotland League Two | 2022/04/02 14:00 | Stenhousemuir v Annan Athletic | L | 0-1 |
| Scotland League Two | 2022/02/05 15:00 | Annan Athletic v Stenhousemuir | W | 0-2 |
Home History
| Scotland League One | 2024/12/28 15:00 | Alloa v Stenhousemuir | W | 1-3 |
| Scotland League One | 2024/12/21 15:00 | Stenhousemuir v Inverness CT | L | 0-1 |
| Scotland League One | 2024/12/14 15:00 | Queen of South v Stenhousemuir | L | 2-1 |
| Scotland League One | 2024/12/07 15:00 | Stenhousemuir v Dumbarton | W | 4-0 |
| Scotland League One | 2024/12/03 19:45 | Cove Rangers v Stenhousemuir | W | 0-3 |
| Scotland FA Cup | 2024/11/30 15:00 | Irvine Meadow v Stenhousemuir | W | 0-5 |
| Scotland League One | 2024/11/16 15:00 | Stenhousemuir v Montrose | W | 1-0 |
| Scotland League One | 2024/11/09 15:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
Away History
| Scotland League One | 2024/12/28 15:00 | Queen of South v Annan Athletic | D | 1-1 |
| Scotland League One | 2024/12/21 15:00 | Annan Athletic v Arbroath | L | 0-4 |
| Scotland League One | 2024/12/14 15:00 | Dumbarton v Annan Athletic | W | 1-5 |
| Scotland League One | 2024/12/07 15:00 | Annan Athletic v Cove Rangers | D | 1-1 |
| Scotland FA Cup | 2024/11/30 15:00 | Fraserburgh v Annan Athletic | L | 2-0 |
| Scotland League One | 2024/11/23 16:00 | Montrose v Annan Athletic | L | 2-1 |
| Scotland League One | 2024/11/16 15:00 | Annan Athletic v Kelty Hearts | L | 0-2 |
| Scotland League One | 2024/11/09 15:00 | Annan Athletic v Stenhousemuir | D | 1-1 |