| 1 | Sat 27 Jul | 4 2-2 v Hollands & BlairHollands & Blair 2-2 Holmesdale |
| 2 | Sat 10 Aug | 4 1-1 v Faversham TownHolmesdale 1-1 Faversham Town |
| 3 | Tue 13 Aug | 4 1-2 v Tunbridge WellsTunbridge Wells 2-1 Holmesdale |
| 4 | Sat 17 Aug | 44-3 v Lydd TownLydd Town 3-4 Holmesdale |
| 5 | Sat 24 Aug | 63-1 v StansfeldStansfeld 1-3 Holmesdale |
| 6 | Sat 31 Aug | 42-1 v Erith & BelvedereHolmesdale 2-1 Erith & Belvedere |
| 7 | Tue 3 Sep | 41-0 v FisherFisher 0-1 Holmesdale |
| 8 | Sat 7 Sep | 4 1-0 v CorinthianCorinthian 0-1 Holmesdale |
| 9 | Tue 10 Sep | 41-2 v Sutton AthleticHolmesdale 1-2 Sutton Athletic |
| 10 | Sat 14 Sep | 42-2 v Whitstable TownHolmesdale 2-2 Whitstable Town |
| 11 | Tue 24 Sep | 41-1 v VCD AthleticVCD Athletic 1-1 Holmesdale |
| 12 | Sat 28 Sep | 163-3 v Snodland TownHolmesdale 3-3 Snodland Town |
| 13 | Tue 1 Oct | 41-3 v Punjab UnitedHolmesdale 1-3 Punjab United |
| 14 | Sat 5 Oct | 42-2 v KenningtonHolmesdale 2-2 Kennington |
| 15 | Sat 19 Oct | 40-2 v RusthallRusthall 2-0 Holmesdale |
| 16 | Tue 22 Oct | 6 0-2 v FisherHolmesdale 0-2 Fisher |
| 17 | Sat 26 Oct | 4 1-1 v Larkfield & New HytheHolmesdale 1-1 Larkfield & New Hythe |
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