| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 4/7/23 | Conwy Borough vs Holyhead Hotspur | Division 1 | 2:1 | Yes | Yes |
| 8/2/22 | Holyhead Hotspur vs Conwy Borough | Division 1 | 1:1 | No | Yes |
| 3/4/22 | Holyhead Hotspur vs Conwy Borough | Division 1 | 2:0 | No | No |
| 9/18/21 | Conwy Borough vs Holyhead Hotspur | Division 1 | 0:0 | No | No |
| 12/22/18 | Holyhead Hotspur vs Conwy Borough | Division 1 | 1:1 | No | Yes |
| 8/22/18 | Conwy Borough vs Holyhead Hotspur | Division 1 | 1:0 | No | No |
| 8/11/18 | Conwy Borough vs Holyhead Hotspur | Club Friendly | 0:0 | No | No |
| 1/17/18 | Holyhead Hotspur vs Conwy Borough | Club Friendly | 1:1 | No | Yes |
| 12/27/16 | Conwy Borough vs Holyhead Hotspur | Division 1 | 2:3 | Yes | Yes |
| 8/31/16 | Holyhead Hotspur vs Conwy Borough | Division 1 | 1:2 | Yes | Yes |
| 3/8/16 | Holyhead Hotspur vs Conwy Borough | Division 1 | 3:0 | Yes | No |
| 1/30/16 | Conwy Borough vs Holyhead Hotspur | Division 1 | 1:1 | No | Yes |
| 12/27/14 | Holyhead Hotspur vs Conwy Borough | Division 1 | 3:2 | Yes | Yes |
| 8/26/14 | Conwy Borough vs Holyhead Hotspur | Division 1 | 3:0 | Yes | No |
| 3/11/14 | Conwy Borough vs Holyhead Hotspur | Division 1 | 2:1 | Yes | Yes |
| 9/27/13 | Holyhead Hotspur vs Conwy Borough | Division 1 | 2:2 | Yes | Yes |
| 12/15/12 | Holyhead Hotspur vs Conwy Borough | Division 1 | 2:0 | No | No |
| 8/17/12 | Conwy Borough vs Holyhead Hotspur | Division 1 | 2:1 | Yes | Yes |