| Date | Home | Result | Away | |
| 03-11-20 | Enfield Town | 3 - 2 |
Brightlingsea Regent | |
| 24-10-20 | Brightlingsea Regent | 1 - 2 |
Folkestone Invicta | |
| 20-10-20 | Brightlingsea Regent | 3 - 0 |
Leatherhead | |
| 17-10-20 | Horsham | 4 - 0 |
Brightlingsea Regent | |
| 10-10-20 | Brightlingsea Regent | 0 - 3 |
Haringey Borough | |
| 06-10-20 | Corinthian-Casuals | 2 - 0 |
Brightlingsea Regent | |
| 03-10-20 | Brightlingsea Regent | 1 - 1 |
East Thurrock United | |
| 29-09-20 | Bowers & Pitsea | 2 - 1 |
Brightlingsea Regent | |
| 26-09-20 | Lewes | 1 - 2 |
Brightlingsea Regent | |
| 19-09-20 | Brightlingsea Regent | 1 - 2 |
Margate |