| date | time | team | opposition | venue | type | result | report |
| Saturday, May 3, 1986 | 14:30 | Romsey Town | Newmarket II | Trumpington | league | lost | report |
| Saturday, May 17, 1986 | 14:30 | Romsey Town | Eversden | Trumpington | league | lost | report |
| Thursday, May 22, 1986 | 18:30 | Romsey Town | Indian Association | Fitzwilliam College | friendly | won | |
| Saturday, May 24, 1986 | 14:30 | Romsey Town | Whittlesford | Whittlesford | league | lost | report |
| Thursday, May 29, 1986 | 18:30 | Romsey Town | Barrington | Trumpington | friendly | lost | report |
| Friday, May 30, 1986 | 18:30 | Romsey Town | Old Centralians | Trumpington | friendly | lost | report |
| Saturday, May 31, 1986 | 14:30 | Romsey Town | Horseheath II | Trumpington | league | cancelled | report |
| Saturday, June 7, 1986 | 14:30 | Romsey Town | Foxton II | Trumpington | league | lost | report |
| Saturday, June 7, 1986 | 17:00 | Romsey Town | Foxton | Trumpington | friendly | lost | report |
| Sunday, June 8, 1986 | 14:30 | Romsey Town | Horseheath II | Horseheath | league | lost | report |
| Thursday, June 12, 1986 | 18:30 | Romsey Town | Cambridge Granta | Great Shelford | friendly | lost | report |
| Saturday, June 14, 1986 | 14:30 | Romsey Town | Coton II | Coton | league | won | report |
| Saturday, June 21, 1986 | 14:30 | Romsey Town | Little Shelford II | Little Shelford | league | lost | report |
| Thursday, June 26, 1986 | 18:30 | Romsey Town | Indian Association | Trumpington | friendly | lost | report |
| Saturday, June 28, 1986 | 14:30 | Romsey Town | Abington II | Abington | league | won | report |
| Thursday, July 3, 1986 | 18:30 | Romsey Town | Barrington II | Barrington | friendly | lost | report |
| Saturday, July 5, 1986 | 14:30 | Romsey Town | Whittlesford | Trumpington | league | won | report |
| Thursday, July 10, 1986 | 18:30 | Romsey Town | Old Centralians | Parker's Piece | friendly | lost | report |
| Saturday, July 12, 1986 | 14:30 | Romsey Town | Eversden II | Eversden | league | drawn | report |
| Thursday, July 17, 1986 | 18:30 | Romsey Town | Cambridge Granta | Trumpington | friendly | lost | report |
| Saturday, July 19, 1986 | 14:30 | Romsey Town | Coton II | Trumpington | league | won | report |
| Saturday, August 9, 1986 | 14:30 | Romsey Town | Little Shelford II | Trumpington | league | won | report |
| Saturday, August 16, 1986 | 14:30 | Romsey Town | Abington II | Trumpington | league | won | report |
| Saturday, August 23, 1986 | 14:30 | Romsey Town | Foxton II | Trumpington | league | won | report |
| Saturday, August 30, 1986 | 14:30 | Romsey Town | Newmarket II | Newmarket | league | drawn | report |