| 22/09/2026 | Premier Division Charity Cup, Division 1 Charity Cup, Division 2 Charity cup first round, Division 3 Charity cup | ||||
| 29/09/2026 | Bowers Saints | 4 | 2 | Winston Social | Lost |
| 06/10/2026 | Winston Social | 5 | 1 | Wickford Rail | Won |
| 13/10/2026 | V P PEGASUS | 0 | 6 | Winston Social | Won |
| 20/10/2026 | Winston Social | 3 | 3 | feltfondlers | Drawn |
| 25/10/2026 | Clocks fall back | ||||
| 27/10/2026 | Premier Division Charity Cup, Division 1 Charity Cup, Division 2 Charity cup, Division 3 Charity cup | ||||
| 03/11/2026 | Bowers Balz | Winston Social | |||
| 10/11/2026 | Winston Social | Patriots | |||
| 17/11/2026 | Nighthawks | Winston Social | |||
| 24/11/2026 | Premier Division League Cup, Division 1 League Cup, Division 2 League Cup, Division 3 League Cup | ||||
| 01/12/2026 | Winston Social | Topgun Vipers | |||
| 08/12/2026 | Fryens Sharpshooters | Winston Social | |||
| 15/12/2026 | Winston Social | P O Postbones | |||
| 25/12/2026 | Christmas Day | ||||
| 31/12/2026 | New Years Eve | ||||
| 05/01/2027 | P O Post Raiders | Winston Social | |||
| 12/01/2027 | Premier Division Charity Cup, Division 1 Charity Cup, Division 2 Charity cup, Division 3 Charity cup | ||||
| 19/01/2027 | Premier Division League Cup, Division 1 League Cup, Division 2 League Cup, Division 3 League Cup | ||||
| 26/01/2027 | Winston Social | Bowers Saints | |||
| 02/02/2027 | Wickford Rail | Winston Social | |||
| 09/02/2027 | Winston Social | V P PEGASUS | |||
| 14/02/2027 | Valentines Day | ||||
| 16/02/2027 | feltfondlers | Winston Social | |||
| 23/02/2027 | Winston Social | Bowers Balz | |||
| 02/03/2027 | Patriots | Winston Social | |||
| 07/03/2027 | Mothers day | ||||
| 09/03/2027 | Winston Social | Nighthawks | |||
| 16/03/2027 | Premier Division League Cup, Division 1 League Cup, Division 2 League Cup, Division 3 League Cup | ||||
| 23/03/2027 | Topgun Vipers | Winston Social | |||
| 28/03/2027 | Easter Sunday | ||||
| 30/03/2027 | Winston Social | Fryens Sharpshooters | |||
| 06/04/2027 | P O Postbones | Winston Social | |||
| 13/04/2027 | Winston Social | P O Post Raiders | |||
| 20/04/2027 | Premier Division Charity Cup, Division 1 Charity Cup, Division 2 Charity cup, Division 3 Charity cup | ||||
| 27/04/2027 | Premier Division League Cup, Division 1 League Cup, Division 2 League Cup, Division 3 League Cup | ||||