| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 4/1/23 | Guilsfield vs Holyhead Hotspur | Division 1 | 4:0 | Yes | No |
| 2/25/23 | Holyhead Hotspur vs Guilsfield | Division 1 | 0:4 | Yes | No |
| 12/18/21 | Holyhead Hotspur vs Guilsfield | Division 1 | 1:1 | No | Yes |
| 7/31/21 | Guilsfield vs Holyhead Hotspur | Division 1 | 3:0 | Yes | No |
| 2/23/19 | Holyhead Hotspur vs Guilsfield | Division 1 | 1:4 | Yes | Yes |
| 9/29/18 | Guilsfield vs Holyhead Hotspur | Division 1 | 1:0 | No | No |
| 1/21/18 | Holyhead Hotspur vs Guilsfield | Club Friendly | 2:3 | Yes | Yes |
| 1/20/18 | Holyhead Hotspur vs Guilsfield | Division 1 | 2:4 | Yes | Yes |
| 1/9/18 | Guilsfield vs Holyhead Hotspur | Club Friendly | 0:4 | Yes | No |
| 9/16/17 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:0 | No | No |
| 12/17/16 | Holyhead Hotspur vs Guilsfield | Division 1 | 2:1 | Yes | Yes |
| 8/27/16 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:0 | No | No |
| 4/23/16 | Holyhead Hotspur vs Guilsfield | Division 1 | 1:0 | No | No |
| 11/28/15 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:3 | Yes | Yes |
| 12/13/14 | Guilsfield vs Holyhead Hotspur | Division 1 | 3:0 | Yes | No |
| 8/23/14 | Holyhead Hotspur vs Guilsfield | Division 1 | 2:2 | Yes | Yes |
| 4/19/14 | Holyhead Hotspur vs Guilsfield | Division 1 | 1:1 | No | Yes |
| 11/16/13 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:1 | Yes | Yes |
| 4/13/13 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:2 | Yes | Yes |
| 9/22/12 | Holyhead Hotspur vs Guilsfield | Division 1 | 1:0 | No | No |
| 1/2/10 | Holyhead Hotspur vs Guilsfield | Division 1 | 2:3 | Yes | Yes |
| 10/24/09 | Guilsfield vs Holyhead Hotspur | Division 1 | 2:0 | No | No |
| 2/7/09 | Holyhead Hotspur vs Guilsfield | Division 1 | 0:2 | No | No |
| 10/18/08 | Guilsfield vs Holyhead Hotspur | Division 1 | 1:2 | Yes | Yes |
| 3/31/07 | Guilsfield vs Holyhead Hotspur | Division 1 | 3:0 | Yes | No |
| 1/27/07 | Holyhead Hotspur vs Guilsfield | Division 1 | 0:2 | No | No |
| 5/1/06 | Holyhead Hotspur vs Guilsfield | Division 1 | 3:0 | Yes | No |
| 11/26/05 | Guilsfield vs Holyhead Hotspur | Division 1 | 5:0 | Yes | No |