| 1 | Sat 13 Aug 2016 | 11-2 v Maldon & TiptreeMaldon & Tiptree 2-1 Brightlingsea Regent | Ryman League Division One North |
| 2 | Tue 16 Aug 2016 | 12-0 v VCD AthleticBrightlingsea Regent 2-0 VCD Athletic | Ryman League Division One North |
| 3 | Sat 20 Aug 2016 | 12-1 v Great Wakering RoversBrightlingsea Regent 2-1 Great Wakering Rovers | Emirates FA Cup Preliminary Round |
| 4 | Sat 27 Aug 2016 | 12-2 v CheshuntBrightlingsea Regent 2-2 Cheshunt | Ryman League Division One North |
| 5 | Mon 29 Aug 2016 | 12-0 v WroxhamWroxham 0-2 Brightlingsea Regent | Ryman League Division One North |
| 6 | Sat 3 Sep 2016 | 11-2 v Billericay TownBrightlingsea Regent 1-2 Billericay Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 10 Sep 2016 | 132-2 v AFC HornchurchAFC Hornchurch 2-2 Brightlingsea Regent | Ryman League Division One North |
| 8 | Tue 13 Sep 2016 | 16-3 v LeistonBrightlingsea Regent 6-3 Leiston | Alan Turvey Trophy First Round |
| 9 | Sat 17 Sep 2016 | 131-4 v Bury TownBury Town 4-1 Brightlingsea Regent | Ryman League Division One North |
| 10 | Tue 20 Sep 2016 | 11-1 v Bowers & PitseaBrightlingsea Regent 1-1 Bowers & Pitsea | Ryman League Division One North |
| 11 | Sat 24 Sep 2016 | 13-0 v Phoenix SportsPhoenix Sports 0-3 Brightlingsea Regent | Ryman League Division One North |
| 12 | Tue 27 Sep 2016 | 11-4 v Norwich UnitedNorwich United 4-1 Brightlingsea Regent | Ryman League Division One North |
| 13 | Sat 1 Oct 2016 | 12-3 v TilburyBrightlingsea Regent 2-3 Tilbury | Ryman League Division One North |
| 14 | Tue 4 Oct 2016 | 11-0 v Haringey BoroughBrightlingsea Regent 1-0 Haringey Borough | Ryman League Division One North |
| 15 | Sat 8 Oct 2016 | 12-1 v Dereham TownBrightlingsea Regent 2-1 Dereham Town | FA Trophy Preliminary Round |
| 16 | Tue 11 Oct 2016 | 12-1 v Great Wakering RoversBrightlingsea Regent 2-1 Great Wakering Rovers | Ryman League Division One North |
| 17 | Sat 15 Oct 2016 | 134-1 v AveleyAveley 1-4 Brightlingsea Regent | Ryman League Division One North |
| 18 | Tue 18 Oct 2016 | 135-0 v VCD AthleticVCD Athletic 0-5 Brightlingsea Regent | Ryman League Division One North |
| 19 | Sat 26 Nov 2016 | 12-1 v TilburyTilbury 1-2 Brightlingsea Regent | Ryman League Division One North |
| 20 | Sat 3 Dec 2016 | 13-4 v Phoenix SportsBrightlingsea Regent 3-4 Phoenix Sports | Ryman League Division One North |
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