| date | time | team | opposition | venue | type | result | report |
| Saturday, May 13, 2000 | 14:00 | Romsey Town | Great Shelford | Great Shelford | league | won | report |
| Saturday, May 20, 2000 | 14:00 | Romsey Town | Balsham | Balsham | league | lost | report |
| Wednesday, May 24, 2000 | 18:00 | Romsey Town | Remnants | Fitzwilliam College | friendly | cancelled | report |
| Saturday, May 27, 2000 | 14:00 | Romsey Town | Little Shelford | Little Shelford | league | drawn | report |
| Saturday, June 3, 2000 | 14:00 | Romsey Town | Wilbrahams I | Great Wilbraham | league | lost | report |
| Saturday, June 10, 2000 | 14:00 | Romsey Town | Fulbourn II | Fulbourn | league | won | report |
| Saturday, June 17, 2000 | 14:00 | Romsey Town | Longstowe I | Emmanuel College | league | lost | report |
| Saturday, June 24, 2000 | 14:00 | Romsey Town | Fulbourn II | Emmanuel College | league | won | report |
| Saturday, July 1, 2000 | 14:00 | Romsey Town | Comberton I | Emmanuel College | league | lost | report |
| Saturday, July 15, 2000 | 14:00 | Romsey Town | Great Shelford | Emmanuel College | league | lost | report |
| Saturday, July 22, 2000 | 14:00 | Romsey Town | Balsham I | Emmanuel College | league | lost | report |
| Wednesday, July 26, 2000 | 18:00 | Romsey Town | Remnants | Fitzwilliam College | friendly | won | report |
| Saturday, July 29, 2000 | 14:00 | Romsey Town | Little Shelford | Girton | league | won | report |
| Saturday, August 5, 2000 | 14:00 | Romsey Town | Wilbrahams I | Emmanuel College | league | lost | report |
| Saturday, August 12, 2000 | 14:00 | Romsey Town | Whittlesford I | Trinity Hall College | league | lost | report |
| Saturday, August 19, 2000 | 14:00 | Romsey Town | Longstowe I | Hatley | league | lost | report |
| Tuesday, August 29, 2000 | 18:00 | Romsey Town | Remnants | Fitzwilliam College | friendly | lost | report |
| Saturday, September 2, 2000 | 14:00 | Romsey Town | Comberton I | Comberton | league | lost | report |
| Saturday, September 9, 2000 | 14:00 | Romsey Town | Whittlesford I | Whittlesford | league | won | report |