| 1 | Sat 9 Aug | 91-4 v Faversham Strike ForceFaversham Strike Force 4-1 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 2 | Wed 13 Aug | 162-1 v Sutton AthleticPetts Wood & Holmesdale 2-1 Sutton Athletic | Southern Counties East League Premier Division |
| 3 | Sat 16 Aug | 91-4 v Ashford UnitedAshford United 4-1 Petts Wood & Holmesdale | Emirates FA Cup Preliminary Round |
| 4 | Sat 23 Aug | 90-4 v KenningtonKennington 4-0 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 5 | Mon 25 Aug | 94-1 v Chislehurst GlebePetts Wood & Holmesdale 4-1 Chislehurst Glebe | Southern Counties East League Premier Division |
| 6 | Sat 30 Aug | 96-2 v StansfeldPetts Wood & Holmesdale 6-2 Stansfeld | Southern Counties East League Premier Division |
| 7 | Tue 2 Sep | 91-1 v Erith & BelvedereErith & Belvedere 1-1 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 8 | Sat 13 Sep | 93-2 v CorinthianPetts Wood & Holmesdale 3-2 Corinthian | Southern Counties East League Premier Division |
| 9 | Sat 20 Sep | 91-2 v Rochester UnitedPetts Wood & Holmesdale 1-2 Rochester United | Isuzu FA Vase Second Qualifying Round |
| 10 | Tue 23 Sep | 90-4 v RusthallRusthall 4-0 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 11 | Sat 27 Sep | 93-1 v Hollands & BlairHollands & Blair 1-3 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 12 | Sat 4 Oct | 91-1 v Punjab UnitedPetts Wood & Holmesdale 1-1 Punjab United | Southern Counties East League Premier Division |
| 13 | Wed 8 Oct | 111-0 v StansfeldStansfeld 0-1 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 14 | Sat 18 Oct | 90-5 v Larkfield & New HytheLarkfield & New Hythe 5-0 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 15 | Sat 25 Oct | 90-5 v Whitstable TownWhitstable Town 5-0 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 16 | Sat 1 Nov | 94-2 v Hythe TownPetts Wood & Holmesdale 4-2 Hythe Town | Southern Counties East League Premier Division |
| 17 | Sat 8 Nov | 94-2 v Phoenix SportsPetts Wood & Holmesdale 4-2 Phoenix Sports | Southern Counties East League Premier Division |
| 18 | Sat 22 Nov | 161-2 v Tunbridge WellsPetts Wood & Holmesdale 1-2 Tunbridge Wells | Southern Counties East League Premier Division |
| 19 | Sat 29 Nov | 90-4 v BearstedBearsted 4-0 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 20 | Sat 6 Dec | 93-4 v Hollands & BlairPetts Wood & Holmesdale 3-4 Hollands & Blair | Southern Counties East League Premier Division |
| 21 | Sat 20 Dec | 90-3 v Larkfield & New HythePetts Wood & Holmesdale 0-3 Larkfield & New Hythe | Southern Counties East League Premier Division |
| 22 | Sat 27 Dec | 92-1 v Chislehurst GlebeChislehurst Glebe 1-2 Petts Wood & Holmesdale | Southern Counties East League Premier Division |
| 23 | Sat 10 Jan | 92-2 v Erith & BelvederePetts Wood & Holmesdale 2-2 Erith & Belvedere | Southern Counties East League Premier Division |
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