| 1 | Sat 27 Jul | 6 2-2 v Hollands & BlairHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 3 Aug | 50-1 v Crawley Down GatwickHolmesdale 0-1 Crawley Down Gatwick | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 17 Aug | 54-3 v Lydd TownLydd Town 3-4 Holmesdale | Southern Counties East League Premier Division |
| 4 | Sat 24 Aug | 12 3-1 v StansfeldStansfeld 1-3 Holmesdale | Southern Counties East League Premier Division |
| 5 | Mon 26 Aug | 172-3 v GlebeHolmesdale 2-3 Glebe | Southern Counties East League Premier Division |
| 6 | Tue 3 Sep | 141-0 v FisherFisher 0-1 Holmesdale | Southern Counties East League Premier Division |
| 7 | Sat 7 Sep | 5 1-0 v CorinthianCorinthian 0-1 Holmesdale | Southern Counties East League Premier Division |
| 8 | Tue 10 Sep | 151-2 v Sutton AthleticHolmesdale 1-2 Sutton Athletic | Southern Counties East League Premier Division |
| 9 | Tue 1 Oct | 171-3 v Punjab UnitedHolmesdale 1-3 Punjab United | Southern Counties East League Premier Division |
| 10 | Sat 5 Oct | 172-2 v KenningtonHolmesdale 2-2 Kennington | Southern Counties East League Premier Division |
| 11 | Sat 19 Oct | 50-2 v RusthallRusthall 2-0 Holmesdale | Southern Counties East League Premier Division |
| 12 | Wed 5 Feb | 6 1-2 v Forest Hill ParkForest Hill Park 2-1 Holmesdale | P&Co SCEFL Challenge Cup Quarter Final |
| 13 | Sat 15 Mar | 124-3 v Larkfield & New HytheLarkfield & New Hythe 3-4 Holmesdale | Southern Counties East League Premier Division |
| 14 | Tue 18 Mar | 161-6 v Whitstable TownWhitstable Town 6-1 Holmesdale | Southern Counties East League Premier Division |
| 15 | Sat 22 Mar | 150-5 v Faversham TownFaversham Town 5-0 Holmesdale | Southern Counties East League Premier Division |
| 16 | Tue 25 Mar | 140-2 v Snodland TownSnodland Town 2-0 Holmesdale | Southern Counties East League Premier Division |
| 17 | Sat 5 Apr | 54-2 v CorinthianHolmesdale 4-2 Corinthian | Southern Counties East League Premier Division |
| 18 | Wed 16 Apr | 61-4 v Sutton AthleticSutton Athletic 4-1 Holmesdale | Southern Counties East League Premier Division |
| 19 | Mon 21 Apr | 53-1 v Erith & BelvedereErith & Belvedere 1-3 Holmesdale | Southern Counties East League Premier Division |
| 20 | Sat 26 Apr | 51-5 v Tunbridge WellsHolmesdale 1-5 Tunbridge Wells | Southern Counties East League Premier Division |
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