| 13 Jun 2010 | First Round | Bashley (Rydal) v Old Tauntonians and Romsey | Bashley Road, Bashley | Results |
| 13 Jun 2010 | First Round | Burridge v Fair Oak | Burridge Sports Ground, Burridge | Results |
| 30 May 2010 | First Round | Calmore Sports v Bournemouth | Loperwood Park, Calmore | Results |
| 30 May 2010 | First Round | Hambledon v Havant | Ridge Meadow, Hambledon | Results |
| 13 Jun 2010 | First Round | Hook and Newnham Basics v Hartley Wintney | King George V Playing Field, Hook | Results |
| 13 Jun 2010 | First Round | Hursley Park v New Milton | The Quarters, Hursley | Results |
| 13 Jun 2010 | First Round | Lymington v Andover | The Sports Ground, Lymington | Results |
| 30 May 2010 | First Round | Portsmouth and Southsea v Fareham and Crofton | St James Hospital Ground, Milton | Results |
| 30 May 2010 | First Round | Rowledge v Liphook and Ripsley | Rowledge Recreation Ground, Rowledge | Results |
| 30 May 2010 | First Round | South Wilts v Easton and Martyr Worthy | Bemerton Sports Ground, Salisbury | Results |
| 13 Jun 2010 | First Round | Sparsholt v Paultons | The Norman Edwards Ground, Sparsholt | Results |
| 13 Jun 2010 | First Round | St Cross Symondians v Alton | Green Jackets Ground, Winchester | Results |
| 13 Jun 2010 | First Round | Tichborne Park v Trojans | Tichborne Park, Tichborne | Results |
| 13 Jun 2010 | First Round | Totton and Eling v Gosport Borough | Southern Gardens, Totton | Results |
| 13 Jun 2010 | First Round | United Services Portsmouth v Portsmouth | United Services Ground, Portsmouth | Results |
| 30 May 2010 | First Round | Ventnor v Sarisbury Athletic | Steephill Road, Ventnor | Results |
| 27 Jun 2010 | Second Round | Liphook and Ripsley v Havant | Ripsley Park, Liphook | Results |
| 27 Jun 2010 | Second Round | Bashley (Rydal) v New Milton | Bashley Road, Bashley | Results |
| 27 Jun 2010 | Second Round | South Wilts v Bournemouth | Bemerton Sports Ground, Salisbury | Results |
| 27 Jun 2010 | Second Round | Tichborne Park v Portsmouth | Tichborne Park, Tichborne | Results |
| 27 Jun 2010 | Second Round | Hook and Newnham Basics v Burridge | King George V Playing Field, Hook | Results |
| 27 Jun 2010 | Second Round | Portsmouth and Southsea v Alton | St James Hospital Ground, Milton | Results |
| 27 Jun 2010 | Second Round | Paultons v Andover | Whitemoor Lane, Ower | Results |
| 27 Jun 2010 | Second Round | Totton and Eling v Ventnor | Southern Gardens, Totton | Results |
| 11 Jul 2010 | Quarter-Final | Ventnor v Bournemouth | Steephill Road, Ventnor | Results |
| 11 Jul 2010 | Quarter-Final | Bashley (Rydal) v Havant | Bashley Road, Bashley | Results |
| 11 Jul 2010 | Quarter-Final | not known v not known | not arranged | Results |
| 11 Jul 2010 | Quarter-Final | Alton v Andover | Jubilee Playing Fields, Alton | Results |
| 25 Jul 2010 | Semi-Final | not known v not known | not arranged | Results |
| 25 Jul 2010 | Semi-Final | not known v not known | not arranged | Results |
| 19 Aug 2010 | Final | Bashley (Rydal) v Hook and Newnham Basics | Utilita Bowl, Southampton | Results |
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