| 1 | Sat 27 Jul | 12-2 v HolmesdaleHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 3 Aug | 10-1 v LingfieldLingfield 1-0 Hollands & Blair | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 24 Aug | 13-0 v AFC VarndeniansHollands & Blair 3-0 AFC Varndenians | Isuzu FA Vase First Qualifying Round |
| 4 | Mon 26 Aug | 11-2 v Lordswood AFCLordswood AFC 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 5 | Sat 2 Nov | 11-4 v Tunbridge WellsHollands & Blair 1-4 Tunbridge Wells | Southern Counties East League Premier Division |
| 6 | Sat 16 Nov | 10-1 v Larkfield & New HytheLarkfield & New Hythe 1-0 Hollands & Blair | Southern Counties East League Premier Division |
| 7 | Tue 26 Nov | 10-0 v Erith & BelvedereHollands & Blair 0-0 Erith & Belvedere | Southern Counties East League Premier Division |
| 8 | Sat 30 Nov | 1 1-1 v Snodland TownSnodland Town 1-1 Hollands & Blair | Southern Counties East League Premier Division |
| 9 | Sat 7 Dec | 11-1 v GlebeHollands & Blair 1-1 Glebe | Southern Counties East League Premier Division |
| 10 | Sat 14 Dec | 11-2 v Sutton AthleticSutton Athletic 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 11 | Sat 21 Dec | 13-0 v Punjab UnitedHollands & Blair 3-0 Punjab United | Southern Counties East League Premier Division |
| 12 | Sat 28 Dec | 13-3 v Lordswood AFCHollands & Blair 3-3 Lordswood AFC | Southern Counties East League Premier Division |
| 13 | Sat 4 Jan | 11-2 v RusthallRusthall 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 14 | Sat 8 Feb | 13-1 v Lydd TownHollands & Blair 3-1 Lydd Town | Southern Counties East League Premier Division |
| 15 | Sat 15 Feb | 1 3-0 v HolmesdaleHolmesdale 0-3 Hollands & Blair | Southern Counties East League Premier Division |
| 16 | Sat 22 Feb | 12-3 v Punjab UnitedPunjab United 3-2 Hollands & Blair | Southern Counties East League Premier Division |
| 17 | Sat 1 Mar | 10-5 v VCD AthleticHollands & Blair 0-5 VCD Athletic | Southern Counties East League Premier Division |
| 18 | Sat 8 Mar | 10-1 v Erith & BelvedereErith & Belvedere 1-0 Hollands & Blair | Southern Counties East League Premier Division |
| 19 | Sat 22 Mar | 12-1 v KenningtonKennington 1-2 Hollands & Blair | Southern Counties East League Premier Division |
| 20 | Sat 29 Mar | 10-1 v Sutton AthleticHollands & Blair 0-1 Sutton Athletic | Southern Counties East League Premier Division |
| 21 | Sat 5 Apr | 13-2 v StansfeldHollands & Blair 3-2 Stansfeld | Southern Counties East League Premier Division |
| 22 | Sat 12 Apr | 11-1 v CorinthianCorinthian 1-1 Hollands & Blair | Southern Counties East League Premier Division |
| 23 | Mon 21 Apr | 10-2 v BearstedHollands & Blair 0-2 Bearsted | Southern Counties East League Premier Division |
| 24 | Sat 26 Apr | 13-3 v FisherFisher 3-3 Hollands & Blair | Southern Counties East League Premier Division |
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