| 1 | Sat 27 Jul | 8 2-2 v HolmesdaleHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 3 Aug | 80-1 v LingfieldLingfield 1-0 Hollands & Blair | Emirates FA Cup Extra Preliminary Round |
| 3 | Tue 13 Aug | 85-1 v Snodland TownHollands & Blair 5-1 Snodland Town | Southern Counties East League Premier Division |
| 4 | Sat 17 Aug | 15 1-1 v KenningtonKennington 1-1 Hollands & Blair | P&Co SCEFL Challenge Cup Second Round |
| 5 | Sat 24 Aug | 43-0 v AFC VarndeniansHollands & Blair 3-0 AFC Varndenians | Isuzu FA Vase First Qualifying Round |
| 6 | Mon 26 Aug | 71-2 v Lordswood AFCLordswood AFC 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 7 | Sat 31 Aug | 22-4 v Whitstable TownHollands & Blair 2-4 Whitstable Town | Southern Counties East League Premier Division |
| 8 | Tue 3 Sep | 16 0-1 v KenningtonHollands & Blair 0-1 Kennington | Southern Counties East League Premier Division |
| 9 | Sat 7 Sep | 172-3 v StansfeldStansfeld 3-2 Hollands & Blair | Southern Counties East League Premier Division |
| 10 | Wed 11 Sep | 42-1 v Lydd TownLydd Town 1-2 Hollands & Blair | Southern Counties East League Premier Division |
| 11 | Sat 21 Sep | 140-1 v Whitstable TownWhitstable Town 1-0 Hollands & Blair | Isuzu FA Vase Second Qualifying Round |
| 12 | Sat 28 Sep | 22-0 v RusthallHollands & Blair 2-0 Rusthall | Southern Counties East League Premier Division |
| 13 | Sat 5 Oct | 22-5 v BearstedBearsted 5-2 Hollands & Blair | Southern Counties East League Premier Division |
| 14 | Tue 15 Oct | 22-3 v CorinthianHollands & Blair 2-3 Corinthian | Southern Counties East League Premier Division |
| 15 | Sat 19 Oct | 21-0 v Larkfield & New HytheHollands & Blair 1-0 Larkfield & New Hythe | Southern Counties East League Premier Division |
| 16 | Sat 26 Oct | 20-4 v GlebeGlebe 4-0 Hollands & Blair | Southern Counties East League Premier Division |
| 17 | Sat 2 Nov | 2 1-4 v Tunbridge WellsHollands & Blair 1-4 Tunbridge Wells | Southern Counties East League Premier Division |
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