| 1 | Sat 1 Aug | 23-2 v Phoenix SportsPhoenix Sports 2-3 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 8 Aug | 22-2 v Tooting & Mitcham UnitedPetts Wood & Holmesdale 2-2 Tooting & Mitcham United | Emirates FA Cup Extra Preliminary Round |
| 3 | Tue 11 Aug | 23-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-3 Petts Wood & Holmesdale | Emirates FA Cup Extra Preliminary Round Replay |
| 4 | Sat 15 Aug | 20-1 v HassocksHassocks 1-0 Petts Wood & Holmesdale | FA Vase First Qualifying Round |
| 5 | Wed 19 Aug | 21-0 v Erith & BelvederePetts Wood & Holmesdale 1-0 Erith & Belvedere | Southern Counties East League Premier Division |
| 6 | Mon 31 Aug | 23-4 v AFC Greenwich BoroughPetts Wood & Holmesdale 3-4 AFC Greenwich Borough | Southern Counties East League Premier Division |
| 7 | Sat 5 Sep | 2 1-5 v Windsor & EtonPetts Wood & Holmesdale 1-5 Windsor & Eton | Emirates FA Cup First Qualifying Round |
| 8 | Tue 8 Sep | 2 3-1 v Sporting Bengal UnitedPetts Wood & Holmesdale 3-1 Sporting Bengal United | London Senior Cup |
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