Head to Head
| Scotland League Two | 2022/04/02 14:00 | Stenhousemuir v Annan Athletic | W | 0-1 |
| Scotland League Two | 2022/02/05 15:00 | Annan Athletic v Stenhousemuir | L | 0-2 |
| 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 |
Home History
| Scotland League Two | 2022/07/30 14:00 | Stranraer v Annan Athletic | L | 1-0 |
| Scotland League Cup | 2022/07/19 18:45 | Annan Athletic v Ayr | W | 6-5 |
| Scotland League Cup | 2022/07/16 14:00 | Annan Athletic v Elgin | W | 4-0 |
| Scotland League Cup | 2022/07/12 18:45 | St Johnstone v Annan Athletic | W | 4-5 |
| Scotland League Cup | 2022/07/09 14:00 | Queen of South v Annan Athletic | W | 2-3 |
| Club Friendly List | 2022/07/02 14:00 | Atherton Collieries v Annan Athletic | L | 2-1 |
| UK Friendlies | 2022/06/25 13:00 | Annan Athletic v Morton | D | 2-2 |
| Scotland League One Play-Offs | 2022/05/13 18:30 | Annan Athletic v FC Edinburgh | W | 2-1 |
Away History
| Scotland League Two | 2022/07/30 14:00 | Stenhousemuir v Albion | W | 1-0 |
| Scotland League Cup | 2022/07/23 14:00 | Kilmarnock v Stenhousemuir | L | 4-1 |
| Scotland League Cup | 2022/07/19 18:45 | Montrose v Stenhousemuir | W | 0-2 |
| Scotland League Cup | 2022/07/16 14:00 | Stenhousemuir v Fraserburgh | W | 3-0 |
| Scotland League Cup | 2022/07/09 14:00 | Stenhousemuir v Partick | L | 1-2 |
| Club Friendly List | 2022/06/25 13:00 | Berwick Rangers v Stenhousemuir | D | 1-1 |
| Scotland League Two | 2022/04/30 14:00 | Forfar v Stenhousemuir | D | 0-0 |
| Scotland League Two | 2022/04/23 14:00 | Stenhousemuir v Stranraer | L | 1-3 |