| 1 | Sat 27 Jul | 172-2 v HolmesdaleHollands & Blair 2-2 Holmesdale | Southern Counties East League Premier Division |
| 2 | Sat 3 Aug | 70-1 v LingfieldLingfield 1-0 Hollands & Blair | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 10 Aug | 141-2 v VCD AthleticVCD Athletic 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 4 | Tue 13 Aug | 145-1 v Snodland TownHollands & Blair 5-1 Snodland Town | Southern Counties East League Premier Division |
| 5 | Sat 17 Aug | 81-1 v KenningtonKennington 1-1 Hollands & Blair | P&Co SCEFL Challenge Cup Second Round |
| 6 | Mon 26 Aug | 151-2 v Lordswood AFCLordswood AFC 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 7 | Tue 3 Sep | 150-1 v KenningtonHollands & Blair 0-1 Kennington | Southern Counties East League Premier Division |
| 8 | Sat 7 Sep | 152-3 v StansfeldStansfeld 3-2 Hollands & Blair | Southern Counties East League Premier Division |
| 9 | Wed 11 Sep | 112-1 v Lydd TownLydd Town 1-2 Hollands & Blair | Southern Counties East League Premier Division |
| 10 | Sat 14 Sep | 72-3 v FisherHollands & Blair 2-3 Fisher | Southern Counties East League Premier Division |
| 11 | Sat 21 Sep | 70-1 v Whitstable TownWhitstable Town 1-0 Hollands & Blair | Isuzu FA Vase Second Qualifying Round |
| 12 | Sat 26 Oct | 100-4 v GlebeGlebe 4-0 Hollands & Blair | Southern Counties East League Premier Division |
| 13 | Sat 2 Nov | 111-4 v Tunbridge WellsHollands & Blair 1-4 Tunbridge Wells | Southern Counties East League Premier Division |
| 14 | Sat 16 Nov | 140-1 v Larkfield & New HytheLarkfield & New Hythe 1-0 Hollands & Blair | Southern Counties East League Premier Division |
| 15 | Tue 26 Nov | 70-0 v Erith & BelvedereHollands & Blair 0-0 Erith & Belvedere | Southern Counties East League Premier Division |
| 16 | Sat 30 Nov | 141-1 v Snodland TownSnodland Town 1-1 Hollands & Blair | Southern Counties East League Premier Division |
| 17 | Sat 7 Dec | 71-1 v GlebeHollands & Blair 1-1 Glebe | Southern Counties East League Premier Division |
| 18 | Sat 14 Dec | 111-2 v Sutton AthleticSutton Athletic 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 19 | Tue 14 Jan | 113-2 v Whitstable TownWhitstable Town 2-3 Hollands & Blair | Southern Counties East League Premier Division |
| 20 | Sat 18 Jan | 110-4 v Faversham TownHollands & Blair 0-4 Faversham Town | Southern Counties East League Premier Division |
| 21 | Sat 1 Feb | 111-2 v Faversham TownFaversham Town 2-1 Hollands & Blair | Southern Counties East League Premier Division |
| 22 | Sat 8 Feb | 113-1 v Lydd TownHollands & Blair 3-1 Lydd Town | Southern Counties East League Premier Division |
| 23 | Sat 15 Feb | 113-0 v HolmesdaleHolmesdale 0-3 Hollands & Blair | Southern Counties East League Premier Division |
| 24 | Sat 22 Feb | 142-3 v Punjab UnitedPunjab United 3-2 Hollands & Blair | Southern Counties East League Premier Division |
| 25 | Sat 1 Mar | 80-5 v VCD AthleticHollands & Blair 0-5 VCD Athletic | Southern Counties East League Premier Division |
| 26 | Sat 8 Mar | 110-1 v Erith & BelvedereErith & Belvedere 1-0 Hollands & Blair | Southern Counties East League Premier Division |
| 27 | Sat 15 Mar | 113-0 v Tunbridge WellsTunbridge Wells 0-3 Hollands & Blair | Southern Counties East League Premier Division |
| 28 | Sat 22 Mar | 112-1 v KenningtonKennington 1-2 Hollands & Blair | Southern Counties East League Premier Division |
| 29 | Sat 29 Mar | 110-1 v Sutton AthleticHollands & Blair 0-1 Sutton Athletic | Southern Counties East League Premier Division |
| 30 | Sat 5 Apr | 113-2 v StansfeldHollands & Blair 3-2 Stansfeld | Southern Counties East League Premier Division |
| 31 | Sat 12 Apr | 111-1 v CorinthianCorinthian 1-1 Hollands & Blair | Southern Counties East League Premier Division |
| 32 | Mon 21 Apr | 110-2 v BearstedHollands & Blair 0-2 Bearsted | Southern Counties East League Premier Division |
| 33 | Sat 26 Apr | 73-3 v FisherFisher 3-3 Hollands & Blair | Southern Counties East League Premier Division |
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