| 1 | Sat 27 Jul | 9 2-2 v HolmesdaleHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 3 Aug | 90-1 v LingfieldLingfield 1-0 Hollands & Blair | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 10 Aug | 91-2 v VCD AthleticVCD Athletic 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 4 | Tue 13 Aug | 95-1 v Snodland TownHollands & Blair 5-1 Snodland Town | Southern Counties East League Premier Division |
| 5 | Sat 17 Aug | 91-1 v KenningtonKennington 1-1 Hollands & Blair | P&Co SCEFL Challenge Cup Second Round |
| 6 | Sat 24 Aug | 93-0 v AFC VarndeniansHollands & Blair 3-0 AFC Varndenians | Isuzu FA Vase First Qualifying Round |
| 7 | Mon 26 Aug | 91-2 v Lordswood AFCLordswood AFC 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 8 | Sat 31 Aug | 92-4 v Whitstable TownHollands & Blair 2-4 Whitstable Town | Southern Counties East League Premier Division |
| 9 | Tue 3 Sep | 90-1 v KenningtonHollands & Blair 0-1 Kennington | Southern Counties East League Premier Division |
| 10 | Sat 7 Sep | 92-3 v StansfeldStansfeld 3-2 Hollands & Blair | Southern Counties East League Premier Division |
| 11 | Wed 11 Sep | 92-1 v Lydd TownLydd Town 1-2 Hollands & Blair | Southern Counties East League Premier Division |
| 12 | Sat 14 Sep | 92-3 v FisherHollands & Blair 2-3 Fisher | Southern Counties East League Premier Division |
| 13 | Sat 21 Sep | 90-1 v Whitstable TownWhitstable Town 1-0 Hollands & Blair | Isuzu FA Vase Second Qualifying Round |
| 14 | Tue 14 Jan | 182-3 v Hollands & BlairWhitstable Town 2-3 Hollands & Blair | Southern Counties East League Premier Division |
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