| | 2008/09 Fixtures for: | Hopeless Hopefulls |
| | Date | | Home/Away | Opponents |
| | 2008 |
| | September | 25th | | A | Con Club 'A' |
| | Con. Club, Cyprus Road, Burgess Hill 01444 241992 |
| | October | 2nd | | H | Balcombe Aces |
| | Home |
| | 16th | | A | Mens Club |
| | Keymer & Hassocks Men's Club, Adastra Park, Keymer Road, Hassocks 01273 842962 |
| | 23rd | | H | Thatched C |
| | Home |
| | November | 6th | | A | Jog On |
| | Cricketers Inn, West Street, Burgess Hill 01444 235694 |
| | 13th | | H | Con Club Spirals |
| | Home |
| | 27th | | A | Kings Head Chailey A |
| | Kings Head, East Grinstead Road, North Chailey 01825 723821 |
| | December | 4th | | H | Evo 2 'B' |
| | Home |
| | 11th | | A | Kings Head Mutineers |
| | Kings Head, East Grinstead Road, North Chailey 01825 723821 |
| | 2009 |
| | January | 15th | | A | Talbot R&C 'B' |
| | Talbot Inn, High Street, Cuckfield 01444 413137 |
| | 22nd | | H | Kings Head Pot Heads |
| | Home |
| | 29th | | H | Con Club 'A' |
| | Home |
| | February | 12th | | A | Balcombe Aces |
| | Balcombe Social Club, Stockcroft Rd, Balcombe 01444 811226 |
| | 19th | | H | Mens Club |
| | Home |
| | 26th | | A | Thatched C |
| | Thatched Inn, Grand Avenue, Hassocks 01273 842946 |
| | March | 5th | | H | Jog On |
| | Home |
| | 12th | | A | Con Club Spirals |
| | Con. Club, Cyprus Road, Burgess Hill 01444 241992 |
| | 19th | | H | Kings Head Chailey A |
| | Home |
| | 26th | | A | Evo 2 'B' |
| | Evolution Bar, 65 The Broadway, Haywards Heath 01444 410606 |
| | April | 2nd | | H | Kings Head Mutineers |
| | Home |
| | 9th | | H | Talbot R&C 'B' |
| | Home |
| | 16th | | A | Kings Head Pot Heads |
| | The Kings Head, London Road, Burgess Hill 01444 232185 |