Head to Head
| 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 |
| Scotland League Two | 2021/11/13 15:00 | Stenhousemuir v Annan Athletic | W | 2-0 |
| Scotland League Two | 2021/09/11 14:00 | Annan Athletic v Stenhousemuir | W | 1-2 |
Home History
| Scotland League One | 2024/08/24 14:00 | Stenhousemuir v Cove Rangers | W | 3-2 |
| Scotland League One | 2024/08/17 14:00 | Alloa v Stenhousemuir | L | 1-0 |
| Scotland League One | 2024/08/10 14:00 | Kelty Hearts v Stenhousemuir | L | 2-0 |
| Scotland League One | 2024/08/03 14:00 | Stenhousemuir v Arbroath | W | 2-1 |
| Scotland League Cup | 2024/07/27 14:00 | Falkirk v Stenhousemuir | L | 4-0 |
| Scotland League Cup | 2024/07/23 18:45 | Stenhousemuir v Ayr | L | 1-4 |
| Scotland League Cup | 2024/07/16 18:45 | Dundee Utd v Stenhousemuir | L | 3-0 |
| Scotland League Cup | 2024/07/13 14:00 | Stenhousemuir v Buckie Thistle | W | 4-0 |
Away History
| Scotland League One | 2024/08/24 14:00 | Annan Athletic v Alloa | L | 0-1 |
| Scotland League One | 2024/08/17 14:00 | Queen of South v Annan Athletic | L | 2-0 |
| Scotland League One | 2024/08/10 14:00 | Annan Athletic v Inverness CT | W | 1-0 |
| Scotland League One | 2024/08/03 14:00 | Cove Rangers v Annan Athletic | W | 1-3 |
| Scotland League Cup | 2024/07/23 18:45 | Dundee v Annan Athletic | L | 3-1 |
| Scotland League Cup | 2024/07/20 14:00 | Arbroath v Annan Athletic | W | 0-3 |
| Scotland League Cup | 2024/07/16 18:45 | Annan Athletic v Bonnyrigg Rose | D | 2-2 |
| Scotland League Cup | 2024/07/13 14:00 | Annan Athletic v Inverness CT | W | 1-0 |