| 1 | Sat 27 Jul | 52-2 v Hollands & BlairHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 10 Aug | 51-1 v Faversham TownHolmesdale 1-1 Faversham Town | Southern Counties East League Premier Division |
| 3 | Tue 13 Aug | 61-2 v Tunbridge WellsTunbridge Wells 2-1 Holmesdale | Southern Counties East League Premier Division |
| 4 | Sat 17 Aug | 64-3 v Lydd TownLydd Town 3-4 Holmesdale | Southern Counties East League Premier Division |
| 5 | Sat 24 Aug | 53-1 v StansfeldStansfeld 1-3 Holmesdale | Southern Counties East League Premier Division |
| 6 | Mon 26 Aug | 6 2-3 v GlebeHolmesdale 2-3 Glebe | Southern Counties East League Premier Division |
| 7 | Sat 31 Aug | 62-1 v Erith & BelvedereHolmesdale 2-1 Erith & Belvedere | Southern Counties East League Premier Division |
| 8 | Tue 3 Sep | 61-0 v FisherFisher 0-1 Holmesdale | Southern Counties East League Premier Division |
| 9 | Tue 10 Sep | 51-2 v Sutton AthleticHolmesdale 1-2 Sutton Athletic | Southern Counties East League Premier Division |
| 10 | Tue 24 Sep | 21-1 v VCD AthleticVCD Athletic 1-1 Holmesdale | Southern Counties East League Premier Division |
| 11 | Sat 28 Sep | 53-3 v Snodland TownHolmesdale 3-3 Snodland Town | Southern Counties East League Premier Division |
| 12 | Tue 1 Oct | 5 1-3 v Punjab UnitedHolmesdale 1-3 Punjab United | Southern Counties East League Premier Division |
| 13 | Sat 5 Oct | 5 2-2 v KenningtonHolmesdale 2-2 Kennington | Southern Counties East League Premier Division |
| 14 | Sat 23 Nov | 142-1 v Halls AFCHalls AFC 1-2 Holmesdale | P&Co SCEFL Challenge Cup Second Round |
| 15 | Sat 30 Nov | 62-1 v BearstedHolmesdale 2-1 Bearsted | Southern Counties East League Premier Division |
| 16 | Sat 21 Dec | 6 5-5 v VCD AthleticHolmesdale 5-5 VCD Athletic | Southern Counties East League Premier Division |
| 17 | Sat 18 Jan | 60-0 v RusthallHolmesdale 0-0 Rusthall | P&Co SCEFL Challenge Cup Third Round |
| 18 | Sat 25 Jan | 64-1 v Lydd TownHolmesdale 4-1 Lydd Town | Southern Counties East League Premier Division |
| 19 | Sat 1 Feb | 62-5 v BearstedBearsted 5-2 Holmesdale | Southern Counties East League Premier Division |
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