| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 4 North West | Wigan Squash 4 v Woolston 3 | 5 | Stuart Heaton | Lost 0-3 |
| 17/10/2019 | Div 4 North West | Woolston 3 v Widnes RUFC 1 | 4 | George Harry | Won 3-1 |
| 31/10/2019 | Div 4 North West | Woolston 3 v Southport & Birkdale 4 | 4 | Steve Hodgson | Lost 0-3 |
| 21/11/2019 | Div 4 North West | Capitol Squash 3 v Woolston 3 | 5 | Jim Carroll | Lost 1-3 |
| 12/12/2019 | Div 4 North West | Woolston 3 v Liverpool Univ. Staff 1 | 5 | (walkover) | Won 3-0 |
| 23/01/2020 | Div 4 North West | Woolston 3 v Northern Crosby 5 | 5 | Chris Burridge | Won 3-1 |
| 05/03/2020 | Div 4 North West | Woolston 3 v David Lloyd Knowsley 2 | 4 | Gary Dorricott | Lost 0-3 |
