| 26.11.20162016-11-26 16:00:00 | 16:00 | FA Trophy Qualification | 4. R |
Winchester City - Dulwich Hamlet
| 0:1 (0:1) |
| 12.11.20162016-11-12 16:00:00 | 16:00 | FA Trophy Qualification | 3. R |
Phoenix Sports - Winchester City
| 1:3 (1:2) |
| 29.10.20162016-10-29 16:00:00 | 16:00 | FA Trophy Qualification | 2. R |
Fleet Town - Winchester City
| 1:2 (1:1) |
| 11.10.20162016-10-11 20:45:00 | 20:45 | FA Trophy Qualification | 1. R |
Petersfield Town - Winchester City
| 1:3 |
| 8.10.20162016-10-8 16:00:00 | 16:00 | FA Trophy Qualification | 1. R |
Winchester City - Petersfield Town
| 1:1 |
| 1.10.20162016-10-1 16:00:00 | 16:00 | FA Cup Qualification | 3. R |
Harrow Borough - Winchester City
| 2:1 |
