Southern League Challenge Cup Rd 1 - Leamington 4-1 Evesham United, Redditch United 3-4 Stratford Town.
| TUE 04 OCT 2016 | ||||||
| JWHC | Heath Hayes | 4 | - | 2 | Lye Town | Coppice Colliery Ground |
| JWHC | Sporting Khalsa | 3 | - | 1 | Atherstone Town | Aspray Arena |
| Att:75 | ||||||
| MFLP | Stourport Swifts | 0 | - | 2 | Coleshill Town | Walshes Meadow |
| SCMC | Pershore Town | 9 | - | 1 | Tenbury Town | 2020SolarPV King George V Stadium |
| BMFC | Studley | 1 | - | 0 | Southam United | The Beehive |
| MFL3 | FC Stratford | 2 | - | 1 | Alcester Town | Knights Lane #1 |