Head to Head
| Scotland League Cup | 2020/10/10 14:00 | Annan Athletic v Stranraer | L | 5-6 |
| Club Friendly List | 2019/06/27 18:30 | Annan Athletic v Stranraer | W | 1-0 |
| Club Friendly List | 2018/06/26 18:30 | Annan Athletic v Stranraer | L | 2-4 |
| Scotland League Cup | 2016/07/16 14:00 | Annan Athletic v Stranraer | L | 1-2 |