| 10 May 2008 | | Cowdrey Second XI v Farningham Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 10 May 2008 | | Offham Second XI v Gravesend RF Second XI | Church Road, Offham | Results |
| 10 May 2008 | | Rodmersham Second XI v Bromley Town Second XI | Bottles Lane, Rodmersham Green | Results |
| 10 May 2008 | | Wye Second XI v Bexleyheath Second XI | Horton Meadow, Wye | Results |
| 17 May 2008 | | Bexleyheath Second XI v Cowdrey Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 17 May 2008 | | Bromley Town Second XI v Wye Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 17 May 2008 | | Chislehurst and West Kent Second XI v Rodmersham Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 17 May 2008 | | Farningham Second XI v Offham Second XI | Horton Way, Farningham | Results |
| 24 May 2008 | | Cowdrey Second XI v Wye Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 24 May 2008 | | Farningham Second XI v Gravesend RF Second XI | Horton Way, Farningham | Results |
| 24 May 2008 | | Offham Second XI v Chislehurst and West Kent Second XI | Church Road, Offham | Results |
| 24 May 2008 | | Rodmersham Second XI v Bexleyheath Second XI | Bottles Lane, Rodmersham Green | Results |
| 31 May 2008 | | Bromley Town Second XI v Offham Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 31 May 2008 | | Chislehurst and West Kent Second XI v Farningham Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 31 May 2008 | | Gravesend RF Second XI v Cowdrey Second XI | Rectory Field, Gravesend | Results |
| 31 May 2008 | | Wye Second XI v Rodmersham Second XI | Horton Meadow, Wye | Results |
| 07 Jun 2008 | | Cowdrey Second XI v Chislehurst and West Kent Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 07 Jun 2008 | | Farningham Second XI v Bexleyheath Second XI | Horton Way, Farningham | Results |
| 07 Jun 2008 | | Gravesend RF Second XI v Bromley Town Second XI | Rectory Field, Gravesend | Results |
| 07 Jun 2008 | | Offham Second XI v Wye Second XI | Church Road, Offham | Results |
| 14 Jun 2008 | | Bexleyheath Second XI v Offham Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 14 Jun 2008 | | Bromley Town Second XI v Farningham Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 14 Jun 2008 | | Chislehurst and West Kent Second XI v Gravesend RF Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 14 Jun 2008 | | Rodmersham Second XI v Cowdrey Second XI | Bottles Lane, Rodmersham Green | Results |
| 21 Jun 2008 | | Bexleyheath Second XI v Bromley Town Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 21 Jun 2008 | | Offham Second XI v Cowdrey Second XI | Church Road, Offham | Results |
| 21 Jun 2008 | | Rodmersham Second XI v Gravesend RF Second XI | Bottles Lane, Rodmersham Green | Results |
| 21 Jun 2008 | | Wye Second XI v Chislehurst and West Kent Second XI | Horton Meadow, Wye | Results |
| 28 Jun 2008 | | Chislehurst and West Kent Second XI v Bromley Town Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 28 Jun 2008 | | Farningham Second XI v Wye Second XI | Horton Way, Farningham | Results |
| 28 Jun 2008 | | Gravesend RF Second XI v Bexleyheath Second XI | Rectory Field, Gravesend | Results |
| 28 Jun 2008 | | Offham Second XI v Rodmersham Second XI | Church Road, Offham | Results |
| 05 Jul 2008 | | Bexleyheath Second XI v Chislehurst and West Kent Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 05 Jul 2008 | | Bromley Town Second XI v Cowdrey Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 05 Jul 2008 | | Rodmersham Second XI v Farningham Second XI | Bottles Lane, Rodmersham Green | Results |
| 05 Jul 2008 | | Wye Second XI v Gravesend RF Second XI | Horton Meadow, Wye | Results |
| 12 Jul 2008 | | Bexleyheath Second XI v Wye Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 12 Jul 2008 | | Bromley Town Second XI v Rodmersham Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 12 Jul 2008 | | Farningham Second XI v Cowdrey Second XI | Horton Way, Farningham | Results |
| 12 Jul 2008 | | Gravesend RF Second XI v Offham Second XI | Rectory Field, Gravesend | Results |
| 19 Jul 2008 | | Cowdrey Second XI v Bexleyheath Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 19 Jul 2008 | | Offham Second XI v Farningham Second XI | Church Road, Offham | Results |
| 19 Jul 2008 | | Rodmersham Second XI v Chislehurst and West Kent Second XI | Bottles Lane, Rodmersham Green | Results |
| 19 Jul 2008 | | Wye Second XI v Bromley Town Second XI | Horton Meadow, Wye | Results |
| 26 Jul 2008 | | Bexleyheath Second XI v Rodmersham Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 26 Jul 2008 | | Chislehurst and West Kent Second XI v Offham Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 26 Jul 2008 | | Gravesend RF Second XI v Farningham Second XI | Rectory Field, Gravesend | Results |
| 26 Jul 2008 | | Wye Second XI v Cowdrey Second XI | Horton Meadow, Wye | Results |
| 02 Aug 2008 | | Cowdrey Second XI v Gravesend RF Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 02 Aug 2008 | | Farningham Second XI v Chislehurst and West Kent Second XI | Horton Way, Farningham | Results |
| 02 Aug 2008 | | Offham Second XI v Bromley Town Second XI | Church Road, Offham | Results |
| 02 Aug 2008 | | Rodmersham Second XI v Wye Second XI | Bottles Lane, Rodmersham Green | Results |
| 09 Aug 2008 | | Bexleyheath Second XI v Farningham Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 09 Aug 2008 | | Bromley Town Second XI v Gravesend RF Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 09 Aug 2008 | | Chislehurst and West Kent Second XI v Cowdrey Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 09 Aug 2008 | | Wye Second XI v Offham Second XI | Horton Meadow, Wye | Results |
| 16 Aug 2008 | | Cowdrey Second XI v Rodmersham Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 16 Aug 2008 | | Farningham Second XI v Bromley Town Second XI | Horton Way, Farningham | Results |
| 16 Aug 2008 | | Gravesend RF Second XI v Chislehurst and West Kent Second XI | Rectory Field, Gravesend | Results |
| 16 Aug 2008 | | Offham Second XI v Bexleyheath Second XI | Church Road, Offham | Results |
| 23 Aug 2008 | | Bromley Town Second XI v Bexleyheath Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 23 Aug 2008 | | Chislehurst and West Kent Second XI v Wye Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 23 Aug 2008 | | Cowdrey Second XI v Offham Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 23 Aug 2008 | | Gravesend RF Second XI v Rodmersham Second XI | Rectory Field, Gravesend | Results |
| 30 Aug 2008 | | Bexleyheath Second XI v Gravesend RF Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 30 Aug 2008 | | Bromley Town Second XI v Chislehurst and West Kent Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 30 Aug 2008 | | Rodmersham Second XI v Offham Second XI | Bottles Lane, Rodmersham Green | Results |
| 30 Aug 2008 | | Wye Second XI v Farningham Second XI | Horton Meadow, Wye | Results |
| 06 Sep 2008 | | Chislehurst and West Kent Second XI v Bexleyheath Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 06 Sep 2008 | | Cowdrey Second XI v Bromley Town Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 06 Sep 2008 | | Farningham Second XI v Rodmersham Second XI | Horton Way, Farningham | Results |
| 06 Sep 2008 | | Gravesend RF Second XI v Wye Second XI | Rectory Field, Gravesend | Results |
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