| Youth South Division | Long Melford | 0 | 1 | Harwich & Parkeston | Wednesday, 29 August 2007 | |
| Youth South Division | Harwich & Parkeston | 3 | 0 | Witham Town | Thursday 06 September 2007 | |
| Youth South Division | Harwich & Parkeston | 5 | 2 | Haverhill Rovers | Thursday 13 September 2007 | |
| Ridgeons Youth Cup Preliminary Round | Long Melford | 0 | 2 | Harwich & Parkeston | Wednesday 19 September 2007 | |
| Youth South Division | Harwich & Parkeston | 5 | 0 | Felixstowe & Walton Utd | Thursday 27 September 2007 | |
| Youth South Division | Harwich & Parkeston | 5 | 1 | Wivenhoe Town | Wednesday 03 October 2007 | |
| Youth South Division | Haverhill Rovers | 0 | 4 | Harwich & Parkeston | Thursday 11 October 2007 | |
| Ridgeons Youth Cup Round 1 | Harwich & Parkeston | 1 | 2 | Brantham Athletic | Thursday 18 October 2007 | |
| Youth South Division | Brantham Athletic | 1 | 1 | Harwich & Parkeston | Tuesday 23 October 2007 | |
| Youth South Division | Harwich & Parkeston | 4 | 2 | FC Clacton | Thursday 01 November 2007 | |
| Youth South Division | Felixstowe & Walton Utd | 2 | 3 | Harwich & Parkeston | Wednesday 07 November 2007 | |
| Youth South Division | Witham Town | P | P | Harwich & Parkeston | Wednesday 14 November 2007 | |
| Youth South Division | Harwich & Parkeston | P | P | Long Melford | Thursday 22 November 2007 | |
| Youth South Division | Harwich & Parkeston | P | P | Braintree | Thursday 06 December 2007 | |
| Youth South Division | Braintree | P | P | Harwich & Parkeston | Wednesday 12 December 2007 | |
| Youth South Division | Wivenhoe Town | P | P | Harwich & Parkeston | Wednesday 09 January 2008 | |
| Youth South Division | FC Clacton | P | P | Harwich & Parkeston | Wednesday 23 January 2008 | |
| Youth South Division | Harwich & Parkeston | P | P | Long Melford | Thursday 31 January 2008 | |
| Youth South Division | Harwich & Parkeston | P | P | Brantham Athletic | Thursday 07 February 2008 | |
| Youth South Division | Wivenhoe Town | 0 | 1 | Harwich & Parkeston | Wednesday 13 February 2008 | |
| Youth South Division | Harwich & Parkeston | 3 | 1 | Braintree | Thursday 21 February 2008 | |
| Youth South Division | Witham Town | 0 | 3 | Harwich & Parkeston | Wednesday 27 February 2008 | |
| Youth South Division | Braintree | 3 | 2 | Harwich & Parkeston | Wednesday 05 March 2008 | |
| Youth South Division | Harwich & Parkeston | 2 | 1 | Long Melford | Thursday 20 March 2008 | |
| Youth South Division | FC Clacton | 1 | 0 | Harwich & Parkeston | Wednesday 26 March 2008 | |
| Youth South Division | Harwich & Parkeston | 0 | 2 | Brantham Athletic | Thursday 17 April 2008 | |