| 1 | Sat 16 Nov | 6 2-1 v Lordswood AFCLordswood AFC 1-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 23 Nov | 62-1 v Halls AFCHalls AFC 1-2 Holmesdale | P&Co SCEFL Challenge Cup Second Round |
| 3 | Sat 14 Dec | 62-3 v Punjab UnitedPunjab United 3-2 Holmesdale | Southern Counties East League Premier Division |
| 4 | Sat 28 Dec | 62-1 v StansfeldHolmesdale 2-1 Stansfeld | Southern Counties East League Premier Division |
| 5 | Sat 25 Jan | 164-1 v Lydd TownHolmesdale 4-1 Lydd Town | Southern Counties East League Premier Division |
| 6 | Sat 15 Feb | 60-3 v Hollands & BlairHolmesdale 0-3 Hollands & Blair | Southern Counties East League Premier Division |
| 7 | Sat 1 Mar | 161-4 v RusthallHolmesdale 1-4 Rusthall | Southern Counties East League Premier Division |
| 8 | Sat 8 Mar | 162-1 v Lordswood AFCHolmesdale 2-1 Lordswood AFC | Southern Counties East League Premier Division |
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