Head to Head
| Scotland League Two | 2021/11/13 15:00 | Stenhousemuir v Annan Athletic | L | 2-0 |
| Scotland League Two | 2021/09/11 14:00 | Annan Athletic v Stenhousemuir | L | 1-2 |
| Scotland League Two | 2021/04/27 18:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
| Scotland League Two | 2021/04/20 18:45 | Annan Athletic v Stenhousemuir | W | 5-1 |
| Scotland League Two | 2020/11/21 15:00 | Stenhousemuir v Annan Athletic | W | 1-2 |
| Scotland League Two | 2020/02/01 15:00 | Annan Athletic v Stenhousemuir | L | 0-3 |
| Scotland League Two | 2019/12/07 15:00 | Stenhousemuir v Annan Athletic | W | 1-2 |
| Scotland League Two | 2019/08/31 14:00 | Annan Athletic v Stenhousemuir | D | 1-1 |
Home History
| Scotland League Two | 2022/01/29 15:30 | Annan Athletic v Stirling | D | 0-0 |
| Scotland FA Cup | 2022/01/22 15:00 | Clydebank v Annan Athletic | W | 3-4 |
| Scotland League Two | 2022/01/15 15:00 | Annan Athletic v Forfar | D | 2-2 |
| Scotland League Two | 2022/01/08 15:00 | Cowdenbeath v Annan Athletic | W | 1-3 |
| Scotland League Two | 2022/01/02 15:00 | Stranraer v Annan Athletic | D | 1-1 |
| Scotland League Two | 2021/12/26 13:00 | Annan Athletic v Kelty Hearts | W | 5-1 |
| Scotland League Two | 2021/12/18 15:00 | Stirling v Annan Athletic | W | 2-3 |
| Scotland League Two | 2021/12/11 15:00 | Annan Athletic v Elgin | W | 4-1 |
Away History
| Scotland League Two | 2022/01/29 15:00 | Stenhousemuir v Elgin | W | 2-1 |
| Scotland League Two | 2022/01/15 15:00 | Stenhousemuir v Cowdenbeath | L | 0-2 |
| Scotland League Two | 2022/01/08 15:00 | Albion v Stenhousemuir | W | 1-2 |
| Scotland League Two | 2022/01/02 15:00 | Stenhousemuir v Stirling | L | 1-2 |
| Scotland League Two | 2021/12/26 15:00 | Forfar v Stenhousemuir | W | 3-4 |
| Scotland League Two | 2021/12/18 15:00 | Elgin v Stenhousemuir | D | 2-2 |
| Scotland League Two | 2021/12/11 15:00 | Stenhousemuir v FC Edinburgh | D | 2-2 |
| Scotland League Two | 2021/12/04 15:00 | Stenhousemuir v Stranraer | L | 1-4 |