| 1 | Sat 1 Aug | 60-1 v Thornbury TownThornbury Town 1-0 Highworth Town | Hellenic League Premier Division |
| 2 | Tue 4 Aug | 61-4 v Malmesbury VictoriaMalmesbury Victoria 4-1 Highworth Town | Hellenic League Premier Division |
| 3 | Sat 8 Aug | 61-4 v Milton Keynes IrishHighworth Town 1-4 Milton Keynes Irish | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 15 Aug | 61-0 v Bradford TownHighworth Town 1-0 Bradford Town | FA Vase First Qualifying Round |
| 5 | Tue 18 Aug | 6 2-4 v Devizes TownDevizes Town 4-2 Highworth Town | Hellenic League Premier Division |
| 6 | Sat 22 Aug | 141-1 v Stourport SwiftsStourport Swifts 1-1 Highworth Town | Hellenic League Premier Division |
| 7 | Sat 29 Aug | 6 1-1 v Droitwich SpaDroitwich Spa 1-1 Highworth Town | Hellenic League Premier Division |
| 8 | Sat 5 Sep | 66-0 v WestfieldsWestfields 0-6 Highworth Town | Hellenic League Premier Division |
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