| | 2008/09 Fixtures for: | Weald B |
| | Date | | Home/Away | Opponents |
| | 2008 |
| | September | 25th | | H | Bulldogs |
| | Home |
| | October | 2nd | | A | Weald A |
| | Weald Inn, Royal George Road, Burgess Hill 01444 232776 |
| | 16th | | H | Potters A |
| | Home |
| | 23rd | | A | Mayflower Ex-Farmers |
| | The Mayflower, America Lane, Haywards Heath 01444 456826 |
| | November | 6th | | H | The Saints |
| | Home |
| | 13th | | A | Kings Head Chailey B |
| | Kings Head, East Grinstead Road, North Chailey 01825 723821 |
| | 27th | | H | Hassocks Hotel |
| | Home |
| | December | 4th | | A | Evo 2 'A' |
| | Evolution Bar, 65 The Broadway, Haywards Heath 01444 410606 |
| | 11th | | H | Junction Army |
| | Home |
| | 2009 |
| | January | 15th | | A | The Stickmen |
| | Junction Inn, Junction road, Burgess Hill 01444 258072 |
| | 22nd | | H | Cricketers X |
| | Home |
| | 29th | | A | Bulldogs |
| | Cricketers Inn, West Street, Burgess Hill 01444 235694 |
| | February | 12th | | H | Weald A |
| | Home |
| | 19th | | A | Potters A |
| | Potters Arms, Station Road, Burgess Hill 01444 233448 |
| | 26th | | H | Mayflower Ex-Farmers |
| | Home |
| | March | 5th | | A | The Saints |
| | St. Francis Social Club, Colwell road, Haywards Heath 01273 441881 |
| | 12th | | H | Kings Head Chailey B |
| | Home |
| | 19th | | A | Hassocks Hotel |
| | Hassocks Hotel, Station Approach East, Hassocks 01273 842113 |
| | 26th | | H | Evo 2 'A' |
| | Home |
| | April | 2nd | | A | Junction Army |
| | Junction Inn, Junction road, Burgess Hill 01444 258072 |
| | 9th | | H | The Stickmen |
| | Home |
| | 16th | | A | Cricketers X |
| | Cricketers Inn, West Street, Burgess Hill 01444 235694 |