| | 2008/09 Fixtures for: | Weald D |
| | Date | | Home/Away | Opponents |
| | 2008 |
| | September | 25th | | H | Talbot A |
| | Home |
| | October | 2nd | | A | Weald C |
| | Weald Inn, Royal George Road, Burgess Hill 01444 232776 |
| | 16th | | H | Con Pulsers |
| | Home |
| | 23rd | | A | Potters B |
| | Potters Arms, Station Road, Burgess Hill 01444 233448 |
| | November | 6th | | H | Trickshots C |
| | Home |
| | 13th | | A | Mother Lovers |
| | Trickshots Club, The Martlets, Burgess Hill 01444 257147 |
| | 27th | | H | Bar Nun |
| | Home |
| | December | 4th | | A | Hassocks Hotel M |
| | Hassocks Hotel, Station Approach East, Hassocks 01273 842113 |
| | 11th | | H | BYE. (prem) |
| | Home |
| | 2009 |
| | January | 15th | | A | Handcross Casuals |
| | Handcross Social Club, High Street, Handcross 01444 400328 |
| | 22nd | | H | BYE (Prem) |
| | Home |
| | 29th | | A | Talbot A |
| | Talbot Inn, High Street, Cuckfield 01444 413137 |
| | February | 12th | | H | Weald C |
| | Home |
| | 19th | | A | Con Pulsers |
| | Con. Club, Cyprus Road, Burgess Hill 01444 241992 |
| | 26th | | H | Potters B |
| | Home |
| | March | 5th | | A | Trickshots C |
| | Trickshots Club, The Martlets, Burgess Hill 01444 257147 |
| | 12th | | H | Mother Lovers |
| | Home |
| | 19th | | A | Bar Nun |
| | Bar Nun, Franklynn Road, Haywards Heath 01444 459533 |
| | 26th | | H | Hassocks Hotel M |
| | Home |
| | April | 2nd | | A | BYE. (prem) |
| | BYE, No Game, |
| | 9th | | H | Handcross Casuals |
| | Home |
| | 16th | | A | BYE (Prem) |
| | BYE, No Game, |