| 07 May 2016 | | Bromley Town Second XI v Offham Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 07 May 2016 | | Cowdrey Second XI v Betteshanger Colliery Welfare Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 07 May 2016 | | Hartley Country Club Fourth XI v Ashford Town Second XI | Hartley Country Club Ground, Hartley | Results |
| 07 May 2016 | | High Halstow Second XI v Bapchild Second XI | Rayners Meadow, High Halstow | Results |
| 07 May 2016 | | Shooters Hill Second XI v Chislehurst and West Kent Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 14 May 2016 | | Ashford Town Second XI v High Halstow Second XI | Stacians Park, Ashford | Results |
| 14 May 2016 | | Bapchild Second XI v Bromley Town Second XI | Radfield Hill, Bapchild | Results |
| 14 May 2016 | | Betteshanger Colliery Welfare Second XI v Hartley Country Club Fourth XI | Welfare Ground, Deal | Results |
| 14 May 2016 | | Chislehurst and West Kent Second XI v Cowdrey Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 14 May 2016 | | Offham Second XI v Shooters Hill Second XI | Church Road, Offham | Results |
| 21 May 2016 | | Bromley Town Second XI v High Halstow Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 21 May 2016 | | Cowdrey Second XI v Ashford Town Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 21 May 2016 | | Hartley Country Club Fourth XI v Bapchild Second XI | Hartley Country Club Ground, Hartley | Results |
| 21 May 2016 | | Offham Second XI v Chislehurst and West Kent Second XI | Church Road, Offham | Results |
| 21 May 2016 | | Shooters Hill Second XI v Betteshanger Colliery Welfare Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 28 May 2016 | | Ashford Town Second XI v Shooters Hill Second XI | Stacians Park, Ashford | Results |
| 28 May 2016 | | Bapchild Second XI v Cowdrey Second XI | Radfield Hill, Bapchild | Results |
| 28 May 2016 | | Betteshanger Colliery Welfare Second XI v Offham Second XI | Welfare Ground, Deal | Results |
| 28 May 2016 | | Chislehurst and West Kent Second XI v Bromley Town Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 28 May 2016 | | High Halstow Second XI v Hartley Country Club Fourth XI | Rayners Meadow, High Halstow | Results |
| 04 Jun 2016 | | Bromley Town Second XI v Betteshanger Colliery Welfare Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 04 Jun 2016 | | Chislehurst and West Kent Second XI v Ashford Town Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 04 Jun 2016 | | Cowdrey Second XI v Hartley Country Club Fourth XI | Swanmead Sports Ground, Tonbridge | Results |
| 04 Jun 2016 | | Offham Second XI v Bapchild Second XI | Church Road, Offham | Results |
| 04 Jun 2016 | | Shooters Hill Second XI v High Halstow Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 11 Jun 2016 | | Ashford Town Second XI v Offham Second XI | Stacians Park, Ashford | Results |
| 11 Jun 2016 | | Bapchild Second XI v Shooters Hill Second XI | Radfield Hill, Bapchild | Results |
| 11 Jun 2016 | | Betteshanger Colliery Welfare Second XI v Chislehurst and West Kent Second XI | Welfare Ground, Deal | Results |
| 11 Jun 2016 | | Hartley Country Club Fourth XI v Bromley Town Second XI | Hartley Country Club Ground, Hartley | Results |
| 11 Jun 2016 | | High Halstow Second XI v Cowdrey Second XI | Rayners Meadow, High Halstow | Results |
| 18 Jun 2016 | | Bapchild Second XI v Ashford Town Second XI | Radfield Hill, Bapchild | Results |
| 18 Jun 2016 | | Cowdrey Second XI v Offham Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 18 Jun 2016 | | Hartley Country Club Fourth XI v Chislehurst and West Kent Second XI | Hartley Country Club Ground, Hartley | Results |
| 18 Jun 2016 | | High Halstow Second XI v Betteshanger Colliery Welfare Second XI | Rayners Meadow, High Halstow | Results |
| 18 Jun 2016 | | Shooters Hill Second XI v Bromley Town Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 25 Jun 2016 | | Betteshanger Colliery Welfare Second XI v Ashford Town Second XI | Welfare Ground, Deal | Results |
| 25 Jun 2016 | | Bromley Town Second XI v Cowdrey Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 25 Jun 2016 | | Chislehurst and West Kent Second XI v Bapchild Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 25 Jun 2016 | | Offham Second XI v High Halstow Second XI | Church Road, Offham | Results |
| 25 Jun 2016 | | Shooters Hill Second XI v Hartley Country Club Fourth XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 02 Jul 2016 | | Ashford Town Second XI v Bromley Town Second XI | Stacians Park, Ashford | Results |
| 02 Jul 2016 | | Bapchild Second XI v Betteshanger Colliery Welfare Second XI | Radfield Hill, Bapchild | Results |
| 02 Jul 2016 | | Cowdrey Second XI v Shooters Hill Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 02 Jul 2016 | | Hartley Country Club Fourth XI v Offham Second XI | Hartley Country Club Ground, Hartley | Results |
| 02 Jul 2016 | | High Halstow Second XI v Chislehurst and West Kent Second XI | Rayners Meadow, High Halstow | Results |
| 09 Jul 2016 | | Ashford Town Second XI v Hartley Country Club Fourth XI | Stacians Park, Ashford | Results |
| 09 Jul 2016 | | Bapchild Second XI v High Halstow Second XI | Radfield Hill, Bapchild | Results |
| 09 Jul 2016 | | Betteshanger Colliery Welfare Second XI v Cowdrey Second XI | Welfare Ground, Deal | Results |
| 09 Jul 2016 | | Chislehurst and West Kent Second XI v Shooters Hill Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 09 Jul 2016 | | Offham Second XI v Bromley Town Second XI | Church Road, Offham | Results |
| 16 Jul 2016 | | Bromley Town Second XI v Bapchild Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 16 Jul 2016 | | Cowdrey Second XI v Chislehurst and West Kent Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 16 Jul 2016 | | Hartley Country Club Fourth XI v Betteshanger Colliery Welfare Second XI | Hartley Country Club Ground, Hartley | Results |
| 16 Jul 2016 | | High Halstow Second XI v Ashford Town Second XI | Rayners Meadow, High Halstow | Results |
| 16 Jul 2016 | | Shooters Hill Second XI v Offham Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 23 Jul 2016 | | Ashford Town Second XI v Cowdrey Second XI | Stacians Park, Ashford | Results |
| 23 Jul 2016 | | Bapchild Second XI v Hartley Country Club Fourth XI | Radfield Hill, Bapchild | Results |
| 23 Jul 2016 | | Betteshanger Colliery Welfare Second XI v Shooters Hill Second XI | Welfare Ground, Deal | Results |
| 23 Jul 2016 | | Chislehurst and West Kent Second XI v Offham Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 23 Jul 2016 | | High Halstow Second XI v Bromley Town Second XI | Rayners Meadow, High Halstow | Results |
| 30 Jul 2016 | | Bromley Town Second XI v Chislehurst and West Kent Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 30 Jul 2016 | | Cowdrey Second XI v Bapchild Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 30 Jul 2016 | | Hartley Country Club Fourth XI v High Halstow Second XI | Hartley Country Club Ground, Hartley | Results |
| 30 Jul 2016 | | Offham Second XI v Betteshanger Colliery Welfare Second XI | Church Road, Offham | Results |
| 30 Jul 2016 | | Shooters Hill Second XI v Ashford Town Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 06 Aug 2016 | | Ashford Town Second XI v Chislehurst and West Kent Second XI | Stacians Park, Ashford | Results |
| 06 Aug 2016 | | Bapchild Second XI v Offham Second XI | Radfield Hill, Bapchild | Results |
| 06 Aug 2016 | | Betteshanger Colliery Welfare Second XI v Bromley Town Second XI | Welfare Ground, Deal | Results |
| 06 Aug 2016 | | Hartley Country Club Fourth XI v Cowdrey Second XI | Hartley Country Club Ground, Hartley | Results |
| 06 Aug 2016 | | High Halstow Second XI v Shooters Hill Second XI | Rayners Meadow, High Halstow | Results |
| 13 Aug 2016 | | Bromley Town Second XI v Hartley Country Club Fourth XI | Hayes Lane Cricket Ground, Bromley | Results |
| 13 Aug 2016 | | Chislehurst and West Kent Second XI v Betteshanger Colliery Welfare Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 13 Aug 2016 | | Cowdrey Second XI v High Halstow Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 13 Aug 2016 | | Offham Second XI v Ashford Town Second XI | Church Road, Offham | Results |
| 13 Aug 2016 | | Shooters Hill Second XI v Bapchild Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
| 20 Aug 2016 | | Ashford Town Second XI v Bapchild Second XI | Stacians Park, Ashford | Results |
| 20 Aug 2016 | | Betteshanger Colliery Welfare Second XI v High Halstow Second XI | Welfare Ground, Deal | Results |
| 20 Aug 2016 | | Bromley Town Second XI v Shooters Hill Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 20 Aug 2016 | | Chislehurst and West Kent Second XI v Hartley Country Club Fourth XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 20 Aug 2016 | | Offham Second XI v Cowdrey Second XI | Church Road, Offham | Results |
| 27 Aug 2016 | | Ashford Town Second XI v Betteshanger Colliery Welfare Second XI | Stacians Park, Ashford | Results |
| 27 Aug 2016 | | Bapchild Second XI v Chislehurst and West Kent Second XI | Radfield Hill, Bapchild | Results |
| 27 Aug 2016 | | Cowdrey Second XI v Bromley Town Second XI | Swanmead Sports Ground, Tonbridge | Results |
| 27 Aug 2016 | | Hartley Country Club Fourth XI v Shooters Hill Second XI | Hartley Country Club Ground, Hartley | Results |
| 27 Aug 2016 | | High Halstow Second XI v Offham Second XI | Rayners Meadow, High Halstow | Results |
| 03 Sep 2016 | | Betteshanger Colliery Welfare Second XI v Bapchild Second XI | Welfare Ground, Deal | Results |
| 03 Sep 2016 | | Bromley Town Second XI v Ashford Town Second XI | Hayes Lane Cricket Ground, Bromley | Results |
| 03 Sep 2016 | | Chislehurst and West Kent Second XI v High Halstow Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 03 Sep 2016 | | Offham Second XI v Hartley Country Club Fourth XI | Church Road, Offham | Results |
| 03 Sep 2016 | | Shooters Hill Second XI v Cowdrey Second XI | Old Shootershillian Sports and Social Club Ground, Kidbrooke | Results |
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