Head to Head
| Scotland League Two | 2015/12/19 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Scotland League Two | 2015/08/15 14:00 | Annan Athletic v Stirling | D | 1-1 |
| Scotland League One Play-Offs | 2014/05/10 14:00 | Annan Athletic v Stirling | W | 3-5 |
| Scotland League One Play-Offs | 2014/05/07 18:45 | Stirling v Annan Athletic | W | 3-1 |
Home History
| Scotland League Two | 2016/01/23 15:00 | Stirling v Queen's Park | D | 0-0 |
| Scotland FA Cup | 2016/01/19 19:45 | Inverness CT v Stirling | L | 2-0 |
| Scotland FA Cup | 2016/01/09 15:00 | Stirling v Inverness CT | D | 0-0 |
| Scotland League Two | 2016/01/02 15:00 | East Stirlingshire v Stirling | L | 3-2 |
| Scotland League Two | 2015/12/26 15:00 | Stirling v East Fife | L | 1-3 |
| Scotland League Two | 2015/12/19 15:00 | Stirling v Annan Athletic | W | 1-0 |
| Scotland League Two | 2015/12/12 15:00 | Montrose v Stirling | W | 1-3 |
| Scotland League Two | 2015/12/05 15:00 | Stirling v Elgin | W | 3-1 |
Away History
| Scotland League Two | 2016/01/30 15:00 | Annan Athletic v Elgin | W | 4-2 |
| Scotland League Two | 2016/01/23 15:00 | Arbroath v Annan Athletic | L | 2-1 |
| Scotland League Two | 2016/01/16 15:00 | Annan Athletic v East Fife | L | 2-4 |
| Scotland FA Cup | 2016/01/09 15:00 | Annan Athletic v Hamilton | W | 4-1 |
| Scotland League Two | 2015/12/26 15:00 | Annan Athletic v Clyde | L | 2-3 |
| Scotland League Two | 2015/12/19 15:00 | Stirling v Annan Athletic | L | 1-0 |
| Scotland League Two | 2015/12/15 19:45 | Montrose v Annan Athletic | D | 1-1 |
| Scotland League Two | 2015/12/12 15:00 | Annan Athletic v East Stirlingshire | W | 3-1 |