| 10 May 2008 | | Bexleyheath v Old Brockleians | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 10 May 2008 | | Barbados Overseas Cricket Association v Rainham | West Wickham Sports Club Ground, West Wickham | Results |
| 10 May 2008 | | Bromley Town v Rodmersham | Hayes Lane Cricket Ground, Bromley | Results |
| 10 May 2008 | | Gravesend RF v Sidcup | Rectory Field, Gravesend | Results |
| 10 May 2008 | | High Halstow v Old Colfeians | Rayners Meadow, High Halstow | Results |
| 17 May 2008 | | Old Brockleians v Bromley Town | Eltham Palace Road, Eltham | Results |
| 17 May 2008 | | Old Colfeians v Bexleyheath | Horn Park, Lee | Results |
| 17 May 2008 | | Rainham v Gravesend RF | Berengrave Park, Rainham | Results |
| 17 May 2008 | | Rodmersham v Barbados Overseas Cricket Association | Bottles Lane, Rodmersham Green | Results |
| 17 May 2008 | | Sidcup v High Halstow | Crescent Farm, Sidcup | Results |
| 24 May 2008 | | Bexleyheath v Rodmersham | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 24 May 2008 | | Barbados Overseas Cricket Association v Sidcup | West Wickham Sports Club Ground, West Wickham | Results |
| 24 May 2008 | | Bromley Town v Rainham | Hayes Lane Cricket Ground, Bromley | Results |
| 24 May 2008 | | Gravesend RF v High Halstow | Rectory Field, Gravesend | Results |
| 24 May 2008 | | Old Brockleians v Old Colfeians | Eltham Palace Road, Eltham | Results |
| 31 May 2008 | | High Halstow v Barbados Overseas Cricket Association | Rayners Meadow, High Halstow | Results |
| 31 May 2008 | | Old Colfeians v Gravesend RF | Horn Park, Lee | Results |
| 31 May 2008 | | Rainham v Bexleyheath | Berengrave Park, Rainham | Results |
| 31 May 2008 | | Rodmersham v Old Brockleians | Bottles Lane, Rodmersham Green | Results |
| 31 May 2008 | | Sidcup v Bromley Town | Crescent Farm, Sidcup | Results |
| 07 Jun 2008 | | Bexleyheath v High Halstow | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 07 Jun 2008 | | Barbados Overseas Cricket Association v Old Colfeians | West Wickham Sports Club Ground, West Wickham | Results |
| 07 Jun 2008 | | Bromley Town v Gravesend RF | Hayes Lane Cricket Ground, Bromley | Results |
| 07 Jun 2008 | | Old Brockleians v Sidcup | Eltham Palace Road, Eltham | Results |
| 07 Jun 2008 | | Rodmersham v Rainham | Bottles Lane, Rodmersham Green | Results |
| 14 Jun 2008 | | Gravesend RF v Barbados Overseas Cricket Association | Rectory Field, Gravesend | Results |
| 14 Jun 2008 | | High Halstow v Bromley Town | Rayners Meadow, High Halstow | Results |
| 14 Jun 2008 | | Old Colfeians v Rodmersham | Horn Park, Lee | Results |
| 14 Jun 2008 | | Rainham v Old Brockleians | Berengrave Park, Rainham | Results |
| 14 Jun 2008 | | Sidcup v Bexleyheath | Crescent Farm, Sidcup | Results |
| 21 Jun 2008 | | Barbados Overseas Cricket Association v Old Brockleians | West Wickham Sports Club Ground, West Wickham | Results |
| 21 Jun 2008 | | Bromley Town v Bexleyheath | Hayes Lane Cricket Ground, Bromley | Results |
| 21 Jun 2008 | | Gravesend RF v Rodmersham | Rectory Field, Gravesend | Results |
| 21 Jun 2008 | | High Halstow v Rainham | Rayners Meadow, High Halstow | Results |
| 21 Jun 2008 | | Old Colfeians v Sidcup | Horn Park, Lee | Results |
| 28 Jun 2008 | | Bexleyheath v Gravesend RF | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 28 Jun 2008 | | Bromley Town v Barbados Overseas Cricket Association | Hayes Lane Cricket Ground, Bromley | Results |
| 28 Jun 2008 | | Old Brockleians v High Halstow | Eltham Palace Road, Eltham | Results |
| 28 Jun 2008 | | Rainham v Old Colfeians | Berengrave Park, Rainham | Results |
| 28 Jun 2008 | | Rodmersham v Sidcup | Bottles Lane, Rodmersham Green | Results |
| 05 Jul 2008 | | Barbados Overseas Cricket Association v Bexleyheath | West Wickham Sports Club Ground, West Wickham | Results |
| 05 Jul 2008 | | Gravesend RF v Old Brockleians | Rectory Field, Gravesend | Results |
| 05 Jul 2008 | | High Halstow v Rodmersham | Rayners Meadow, High Halstow | Results |
| 05 Jul 2008 | | Old Colfeians v Bromley Town | Horn Park, Lee | Results |
| 05 Jul 2008 | | Sidcup v Rainham | Crescent Farm, Sidcup | Results |
| 12 Jul 2008 | | Old Brockleians v Bexleyheath | Eltham Palace Road, Eltham | Results |
| 12 Jul 2008 | | Old Colfeians v High Halstow | Horn Park, Lee | Results |
| 12 Jul 2008 | | Rainham v Barbados Overseas Cricket Association | Berengrave Park, Rainham | Results |
| 12 Jul 2008 | | Rodmersham v Bromley Town | Bottles Lane, Rodmersham Green | Results |
| 12 Jul 2008 | | Sidcup v Gravesend RF | Crescent Farm, Sidcup | Results |
| 19 Jul 2008 | | Bexleyheath v Old Colfeians | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 19 Jul 2008 | | Barbados Overseas Cricket Association v Rodmersham | West Wickham Sports Club Ground, West Wickham | Results |
| 19 Jul 2008 | | Bromley Town v Old Brockleians | Hayes Lane Cricket Ground, Bromley | Results |
| 19 Jul 2008 | | Gravesend RF v Rainham | Rectory Field, Gravesend | Results |
| 19 Jul 2008 | | High Halstow v Sidcup | Rayners Meadow, High Halstow | Results |
| 26 Jul 2008 | | High Halstow v Gravesend RF | Rayners Meadow, High Halstow | Results |
| 26 Jul 2008 | | Old Colfeians v Old Brockleians | Horn Park, Lee | Results |
| 26 Jul 2008 | | Rainham v Bromley Town | Berengrave Park, Rainham | Results |
| 26 Jul 2008 | | Rodmersham v Bexleyheath | Bottles Lane, Rodmersham Green | Results |
| 26 Jul 2008 | | Sidcup v Barbados Overseas Cricket Association | Crescent Farm, Sidcup | Results |
| 02 Aug 2008 | | Bexleyheath v Rainham | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 02 Aug 2008 | | Barbados Overseas Cricket Association v High Halstow | West Wickham Sports Club Ground, West Wickham | Results |
| 02 Aug 2008 | | Bromley Town v Sidcup | Hayes Lane Cricket Ground, Bromley | Results |
| 02 Aug 2008 | | Gravesend RF v Old Colfeians | Rectory Field, Gravesend | Results |
| 02 Aug 2008 | | Old Brockleians v Rodmersham | Eltham Palace Road, Eltham | Results |
| 09 Aug 2008 | | Gravesend RF v Bromley Town | Rectory Field, Gravesend | Results |
| 09 Aug 2008 | | High Halstow v Bexleyheath | Rayners Meadow, High Halstow | Results |
| 09 Aug 2008 | | Old Colfeians v Barbados Overseas Cricket Association | Horn Park, Lee | Results |
| 09 Aug 2008 | | Rainham v Rodmersham | Berengrave Park, Rainham | Results |
| 09 Aug 2008 | | Sidcup v Old Brockleians | Crescent Farm, Sidcup | Results |
| 16 Aug 2008 | | Bexleyheath v Sidcup | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 16 Aug 2008 | | Barbados Overseas Cricket Association v Gravesend RF | West Wickham Sports Club Ground, West Wickham | Results |
| 16 Aug 2008 | | Bromley Town v High Halstow | Hayes Lane Cricket Ground, Bromley | Results |
| 16 Aug 2008 | | Old Brockleians v Rainham | Eltham Palace Road, Eltham | Results |
| 16 Aug 2008 | | Rodmersham v Old Colfeians | Bottles Lane, Rodmersham Green | Results |
| 23 Aug 2008 | | Bexleyheath v Bromley Town | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 23 Aug 2008 | | Old Brockleians v Barbados Overseas Cricket Association | Eltham Palace Road, Eltham | Results |
| 23 Aug 2008 | | Rainham v High Halstow | Berengrave Park, Rainham | Results |
| 23 Aug 2008 | | Rodmersham v Gravesend RF | Bottles Lane, Rodmersham Green | Results |
| 23 Aug 2008 | | Sidcup v Old Colfeians | Crescent Farm, Sidcup | Results |
| 30 Aug 2008 | | Barbados Overseas Cricket Association v Bromley Town | West Wickham Sports Club Ground, West Wickham | Results |
| 30 Aug 2008 | | Gravesend RF v Bexleyheath | Rectory Field, Gravesend | Results |
| 30 Aug 2008 | | High Halstow v Old Brockleians | Rayners Meadow, High Halstow | Results |
| 30 Aug 2008 | | Old Colfeians v Rainham | Horn Park, Lee | Results |
| 30 Aug 2008 | | Sidcup v Rodmersham | Crescent Farm, Sidcup | Results |
| 06 Sep 2008 | | Bexleyheath v Barbados Overseas Cricket Association | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 06 Sep 2008 | | Bromley Town v Old Colfeians | Hayes Lane Cricket Ground, Bromley | Results |
| 06 Sep 2008 | | Old Brockleians v Gravesend RF | Eltham Palace Road, Eltham | Results |
| 06 Sep 2008 | | Rainham v Sidcup | Berengrave Park, Rainham | Results |
| 06 Sep 2008 | | Rodmersham v High Halstow | Bottles Lane, Rodmersham Green | Results |
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