| Dorset Combination | ||||
| Date | Home | H | A | Away |
| 19/05/2001 | Sherborne Town | 2 | 3 | Gillingham Town (-3) |
| 17/05/2001 | Sherborne Town | 3 | 1 | Stourpaine (P) |
| 17/05/2001 | Stourpaine (P) | 4 | 1 | Bournemouth Sports |
| 17/05/2001 | Westland Sports | 3 | 2 | Sturminster Newton United |
| 15/05/2001 | Gillingham Town (-3) | 1 | 1 | Blandford United (-3) |
| 15/05/2001 | Westland Sports | 1 | 6 | Portland United |
| 10/05/2001 | Portland United | 2 | 1 | Gillingham Town (-3) |
| 10/05/2001 | Sturminster Newton United | 0 | 0 | Blandford United (-3) |
| 10/05/2001 | Weymouth Sports (-3) | 4 | 2 | Westland Sports |
| 09/05/2001 | Shaftesbury | 3 | 0 | Bournemouth Sports |
| 08/05/2001 | Portland United | 3 | 0 | Hamworthy Recreation |
| 08/05/2001 | Stourpaine (P) | 1 | 1 | Blandford United (-3) |
| 08/05/2001 | Sturminster Newton United | 0 | 2 | Bridport Reserves |
| 08/05/2001 | Wareham Rangers | 2 | 1 | Sherborne Town |
| 08/05/2001 | Westland Sports | 1 | 6 | Dorchester Town Reserves (-3) |
| 05/05/2001 | Dorchester Town Reserves (-3) | 5 | 0 | Wareham Rangers |
| 05/05/2001 | Gillingham Town (-3) | 1 | 2 | Stourpaine (P) |
| 05/05/2001 | Sherborne Town | 2 | 0 | Westland Sports |
| 05/05/2001 | Sturminster Newton United | 2 | 1 | Allendale |
| 03/05/2001 | Bridport Reserves | 2 | 0 | Sturminster Newton United |
| 03/05/2001 | Flight Refuelling | 3 | 2 | Bournemouth Sports |
| 03/05/2001 | Gillingham Town (-3) | 1 | 0 | Weymouth Sports (-3) |
| 03/05/2001 | Hamworthy Recreation | 2 | 0 | Westland Sports |
| 03/05/2001 | Portland United | 8 | 1 | Witchampton United |
| 03/05/2001 | Wareham Rangers | 1 | 0 | Allendale |
| 01/05/2001 | Allendale | 1 | 0 | Gillingham Town (-3) |
| 01/05/2001 | Hamworthy United | 1 | 2 | Hamworthy Recreation |
| 01/05/2001 | Shaftesbury | 3 | 0 | Sherborne Town |
| 01/05/2001 | Weymouth Sports (-3) | 0 | 4 | Portland United |
| 28/04/2001 | Blandford United (-3) | 0 | 2 | Dorchester Town Reserves (-3) |
| 28/04/2001 | Bournemouth Sports | 0 | 0 | Wareham Rangers |
| 28/04/2001 | Flight Refuelling | 3 | 5 | Sherborne Town |
| 28/04/2001 | Gillingham Town (-3) | 3 | 3 | Hamworthy United |
| 28/04/2001 | Portland United | 5 | 1 | Sturminster Newton United |
| 28/04/2001 | Stourpaine (P) | 0 | 4 | Hamworthy Recreation |
| 28/04/2001 | Westland Sports | 3 | 0 | Witchampton United |
| 26/04/2001 | Hamworthy Recreation | 5 | 2 | Allendale |
| 26/04/2001 | Shaftesbury | 2 | 2 | Sturminster Newton United |
| 26/04/2001 | Wareham Rangers | 2 | 3 | Westland Sports |
| 26/04/2001 | Witchampton United | 0 | 6 | Dorchester Town Reserves (-3) |
| 24/04/2001 | Bournemouth Sports | 0 | 2 | Hamworthy Recreation |
| 24/04/2001 | Sturminster Newton United | 2 | 2 | Wareham Rangers |
| 24/04/2001 | Westland Sports | 3 | 1 | Sherborne Town |
| 24/04/2001 | Weymouth Sports (-3) | 1 | 1 | Hamworthy United |
| 24/04/2001 | Witchampton United | 2 | 5 | Gillingham Town (-3) |
| 21/04/2001 | Allendale | 0 | 3 | Blandford United (-3) |
| 21/04/2001 | Bridport Reserves | 2 | 3 | Flight Refuelling |
| 21/04/2001 | Sherborne Town | 1 | 2 | Hamworthy Recreation |
| 21/04/2001 | Sturminster Newton United | 1 | 1 | Hamworthy United |
| 21/04/2001 | Wareham Rangers | 3 | 2 | Stourpaine (P) |
| 21/04/2001 | Weymouth Sports (-3) | 3 | 2 | Witchampton United |
| 19/04/2001 | Allendale | 0 | 1 | Sturminster Newton United |
| 19/04/2001 | Hamworthy Recreation | 4 | 0 | Wareham Rangers |
| 19/04/2001 | Sherborne Town | 3 | 0 | Blandford United (-3) |
| 17/04/2001 | Allendale | 0 | 1 | Hamworthy United |
| 17/04/2001 | Blandford United (-3) | 1 | 0 | Stourpaine (P) |
| 17/04/2001 | Bournemouth Sports | 0 | 0 | Witchampton United |
| 17/04/2001 | Dorchester Town Reserves (-3) | 5 | 0 | Weymouth Sports (-3) |
| 17/04/2001 | Sturminster Newton United | 3 | 2 | Sherborne Town |
| 17/04/2001 | Westland Sports | 4 | 1 | Gillingham Town (-3) |
| 14/04/2001 | Dorchester Town Reserves (-3) | 0 | 0 | Portland United |
| 14/04/2001 | Flight Refuelling | 1 | 3 | Blandford United (-3) |
| 14/04/2001 | Hamworthy United | 2 | 1 | Wareham Rangers |
| 14/04/2001 | Sherborne Town | 0 | 1 | Allendale |
| 14/04/2001 | Stourpaine (P) | 0 | 1 | Bridport Reserves |
| 14/04/2001 | Witchampton United | 1 | 6 | Bournemouth Sports |
| 13/04/2001 | Allendale | 1 | 1 | Witchampton United |
| 13/04/2001 | Blandford United (-3) | 1 | 1 | Wareham Rangers |
| 13/04/2001 | Bridport Reserves | 3 | 0 | Weymouth Sports (-3) |
| 13/04/2001 | Gillingham Town (-3) | 0 | 3 | Dorchester Town Reserves (-3) |
| 13/04/2001 | Hamworthy Recreation | 5 | 0 | Hamworthy United |
| 13/04/2001 | Sherborne Town | 4 | 0 | Flight Refuelling |
| 13/04/2001 | Stourpaine (P) | 1 | 1 | Westland Sports |
| 13/04/2001 | Sturminster Newton United | 0 | 0 | Bournemouth Sports |
| 10/04/2001 | Blandford United (-3) | 0 | 6 | Westland Sports |
| 10/04/2001 | Bridport Reserves | 1 | 0 | Bournemouth Sports |
| 10/04/2001 | Dorchester Town Reserves (-3) | 0 | 1 | Allendale |
| 10/04/2001 | Flight Refuelling | 1 | 2 | Wareham Rangers |
| 10/04/2001 | Shaftesbury | 2 | 2 | Portland United |
| 10/04/2001 | Stourpaine (P) | 1 | 3 | Sturminster Newton United |
| 07/04/2001 | Blandford United (-3) | 1 | 0 | Allendale |
| 07/04/2001 | Hamworthy Recreation | 2 | 2 | Dorchester Town Reserves (-3) |
| 07/04/2001 | Hamworthy United | 4 | 0 | Bournemouth Sports |
| 07/04/2001 | Stourpaine (P) | 3 | 2 | Flight Refuelling |
| 07/04/2001 | Sturminster Newton United | 1 | 1 | Shaftesbury |
| 07/04/2001 | Witchampton United | 3 | 3 | Bridport Reserves |
| 31/03/2001 | Blandford United (-3) | 2 | 1 | Weymouth Sports (-3) |
| 31/03/2001 | Bridport Reserves | 1 | 0 | Portland United |
| 31/03/2001 | Dorchester Town Reserves (-3) | 3 | 1 | Sturminster Newton United |
| 31/03/2001 | Flight Refuelling | 1 | 2 | Stourpaine (P) |
| 31/03/2001 | Gillingham Town (-3) | 2 | 0 | Bournemouth Sports |
| 31/03/2001 | Hamworthy Recreation | 5 | 0 | Witchampton United |
| 31/03/2001 | Sherborne Town | 0 | 1 | Shaftesbury |
| 31/03/2001 | Westland Sports | 1 | 0 | Hamworthy United |
| 24/03/2001 | Bournemouth Sports | 0 | 2 | Portland United |
| 24/03/2001 | Hamworthy United | 2 | 0 | Sherborne Town |
| 24/03/2001 | Shaftesbury | 0 | 1 | Hamworthy Recreation |
| 24/03/2001 | Witchampton United | 2 | 1 | Weymouth Sports (-3) |
| 17/03/2001 | Blandford United (-3) | 4 | 0 | Bridport Reserves |
| 17/03/2001 | Hamworthy Recreation | 6 | 0 | Flight Refuelling |
| 17/03/2001 | Wareham Rangers | 4 | 3 | Sturminster Newton United |
| 17/03/2001 | Witchampton United | 1 | 2 | Shaftesbury |
| 10/03/2001 | Allendale | 1 | 0 | Bridport Reserves |
| 10/03/2001 | Bournemouth Sports | 2 | 0 | Weymouth Sports (-3) |
| 10/03/2001 | Flight Refuelling | 2 | 2 | Gillingham Town (-3) |
| 10/03/2001 | Hamworthy United | 1 | 0 | Dorchester Town Reserves (-3) |
| 10/03/2001 | Shaftesbury | 0 | 1 | Westland Sports |
| 10/03/2001 | Stourpaine (P) | 2 | 3 | Portland United |
| 10/03/2001 | Sturminster Newton United | 0 | 1 | Witchampton United |
| 10/03/2001 | Wareham Rangers | 2 | 2 | Hamworthy Recreation |
| 03/03/2001 | Blandford United (-3) | 1 | 0 | Sturminster Newton United |
| 03/03/2001 | Bournemouth Sports | 0 | 0 | Bridport Reserves |
| 03/03/2001 | Gillingham Town (-3) | 2 | 2 | Shaftesbury |
| 03/03/2001 | Hamworthy Recreation | 4 | 2 | Sherborne Town |
| 03/03/2001 | Portland United | 4 | 0 | Hamworthy United |
| 03/03/2001 | Wareham Rangers | 1 | 3 | Flight Refuelling |
| 03/03/2001 | Westland Sports | 2 | 0 | Allendale |
| 03/03/2001 | Weymouth Sports (-3) | 2 | 6 | Stourpaine (P) |
| 24/02/2001 | Allendale | 0 | 2 | Portland United |
| 24/02/2001 | Blandford United (-3) | 2 | 1 | Witchampton United |
| 24/02/2001 | Dorchester Town Reserves (-3) | 2 | 0 | Bournemouth Sports |
| 24/02/2001 | Flight Refuelling | 4 | 1 | Sturminster Newton United |
| 24/02/2001 | Hamworthy Recreation | 3 | 1 | Gillingham Town (-3) |
| 24/02/2001 | Shaftesbury | 0 | 1 | Wareham Rangers |
| 24/02/2001 | Sherborne Town | 0 | 5 | Hamworthy United |
| 24/02/2001 | Westland Sports | 3 | 2 | Weymouth Sports (-3) |
| 17/02/2001 | Bournemouth Sports | 1 | 1 | Sherborne Town |
| 17/02/2001 | Bridport Reserves | 2 | 3 | Shaftesbury |
| 17/02/2001 | Gillingham Town (-3) | 2 | 1 | Allendale |
| 17/02/2001 | Hamworthy Recreation | 4 | 0 | Blandford United (-3) |
| 17/02/2001 | Hamworthy United | 1 | 2 | Westland Sports |
| 17/02/2001 | Portland United | 2 | 1 | Stourpaine (P) |
| 17/02/2001 | Wareham Rangers | 1 | 0 | Dorchester Town Reserves (-3) |
| 17/02/2001 | Weymouth Sports (-3) | 3 | 1 | Sturminster Newton United |
| 17/02/2001 | Witchampton United | 3 | 7 | Flight Refuelling |
| 10/02/2001 | Allendale | 3 | 2 | Weymouth Sports (-3) |
| 10/02/2001 | Flight Refuelling | 1 | 0 | Hamworthy United |
| 10/02/2001 | Gillingham Town (-3) | 4 | 1 | Witchampton United |
| 10/02/2001 | Shaftesbury | 2 | 3 | Dorchester Town Reserves (-3) |
| 10/02/2001 | Sherborne Town | 1 | 3 | Wareham Rangers |
| 10/02/2001 | Sturminster Newton United | 1 | 4 | Portland United |
| 10/02/2001 | Westland Sports | 5 | 4 | Bournemouth Sports |
| 03/02/2001 | Bournemouth Sports | 2 | 0 | Allendale |
| 03/02/2001 | Dorchester Town Reserves (-3) | 2 | 0 | Stourpaine (P) |
| 03/02/2001 | Hamworthy United | 2 | 1 | Blandford United (-3) |
| 03/02/2001 | Portland United | 4 | 2 | Flight Refuelling |
| 03/02/2001 | Wareham Rangers | 1 | 1 | Gillingham Town (-3) |
| 27/01/2001 | Allendale | 1 | 3 | Dorchester Town Reserves (-3) |
| 27/01/2001 | Flight Refuelling | 0 | 1 | Witchampton United |
| 27/01/2001 | Hamworthy Recreation | 1 | 0 | Bridport Reserves |
| 27/01/2001 | Wareham Rangers | 0 | 1 | Portland United |
| 20/01/2001 | Bridport Reserves | 2 | 2 | Allendale |
| 20/01/2001 | Portland United | 3 | 0 | Blandford United (-3) |
| 20/01/2001 | Shaftesbury | 2 | 1 | Stourpaine (P) |
| 20/01/2001 | Weymouth Sports (-3) | 2 | 1 | Wareham Rangers |
| 20/01/2001 | Witchampton United | 1 | 1 | Sherborne Town |
| 13/01/2001 | Allendale | 0 | 0 | Wareham Rangers |
| 13/01/2001 | Blandford United (-3) | 3 | 3 | Portland United |
| 13/01/2001 | Flight Refuelling | 1 | 1 | Shaftesbury |
| 13/01/2001 | Gillingham Town (-3) | 5 | 3 | Bridport Reserves |
| 13/01/2001 | Hamworthy Recreation | 3 | 0 | Sturminster Newton United |
| 13/01/2001 | Hamworthy United | 2 | 1 | Weymouth Sports (-3) |
| 13/01/2001 | Sherborne Town | 3 | 1 | Bournemouth Sports |
| 13/01/2001 | Stourpaine (P) | 2 | 2 | Witchampton United |
| 09/01/2001 | Portland United | 6 | 1 | Sherborne Town |
| 06/01/2001 | Allendale | 0 | 2 | Stourpaine (P) |
| 06/01/2001 | Blandford United (-3) | 0 | 1 | Shaftesbury |
| 06/01/2001 | Bournemouth Sports | 0 | 0 | Hamworthy United |
| 06/01/2001 | Weymouth Sports (-3) | 2 | 7 | Hamworthy Recreation |
| 30/12/2000 | Hamworthy United | 1 | 2 | Bridport Reserves |
| 30/12/2000 | Westland Sports | 3 | 1 | Stourpaine (P) |
| 23/12/2000 | Allendale | 1 | 4 | Sherborne Town |
| 23/12/2000 | Blandford United (-3) | 1 | 2 | Bournemouth Sports |
| 23/12/2000 | Bridport Reserves | 0 | 2 | Dorchester Town Reserves (-3) |
| 23/12/2000 | Hamworthy Recreation | 1 | 1 | Portland United |
| 23/12/2000 | Hamworthy United | 3 | 0 | Stourpaine (P) |
| 23/12/2000 | Sturminster Newton United | 1 | 1 | Gillingham Town (-3) |
| 23/12/2000 | Wareham Rangers | 0 | 1 | Witchampton United |
| 23/12/2000 | Westland Sports | 2 | 6 | Flight Refuelling |
| 23/12/2000 | Weymouth Sports (-3) | 1 | 4 | Shaftesbury |
| 16/12/2000 | Flight Refuelling | 2 | 2 | Weymouth Sports (-3) |
| 16/12/2000 | Portland United | 1 | 1 | Westland Sports |
| 16/12/2000 | Sherborne Town | 1 | 2 | Bridport Reserves |
| 16/12/2000 | Witchampton United | 0 | 1 | Hamworthy United |
| 09/12/2000 | Allendale | 1 | 4 | Shaftesbury |
| 09/12/2000 | Blandford United (-3) | 4 | 0 | Flight Refuelling |
| 09/12/2000 | Bridport Reserves | 2 | 1 | Witchampton United |
| 09/12/2000 | Dorchester Town Reserves (-3) | 1 | 3 | Gillingham Town (-3) |
| 02/12/2000 | Dorchester Town Reserves (-3) | 1 | 4 | Flight Refuelling |
| 02/12/2000 | Stourpaine (P) | 2 | 1 | Shaftesbury |
| 02/12/2000 | Weymouth Sports (-3) | 3 | 2 | Sherborne Town |
| 22/11/2000 | Dorchester Town Reserves (-3) | 2 | 0 | Sherborne Town |
| 18/11/2000 | Allendale | 3 | 2 | Flight Refuelling |
| 18/11/2000 | Shaftesbury | 0 | 2 | Hamworthy United |
| 18/11/2000 | Wareham Rangers | 2 | 2 | Bridport Reserves |
| 14/11/2000 | Bridport Reserves | 1 | 3 | Westland Sports |
| 11/11/2000 | Dorchester Town Reserves (-3) | 1 | 2 | Shaftesbury |
| 11/11/2000 | Weymouth Sports (-3) | 4 | 1 | Bournemouth Sports |
| 11/11/2000 | Witchampton United | 3 | 4 | Sturminster Newton United |
| 04/11/2000 | Hamworthy United | 0 | 2 | Portland United |
| 04/11/2000 | Shaftesbury | 5 | 1 | Bridport Reserves |
| 04/11/2000 | Stourpaine (P) | 3 | 1 | Dorchester Town Reserves (-3) |
| 28/10/2000 | Blandford United (-3) | 3 | 4 | Hamworthy Recreation |
| 28/10/2000 | Bournemouth Sports | 3 | 1 | Stourpaine (P) |
| 28/10/2000 | Hamworthy United | 4 | 0 | Flight Refuelling |
| 28/10/2000 | Westland Sports | 4 | 5 | Wareham Rangers |
| 28/10/2000 | Weymouth Sports (-3) | 2 | 3 | Gillingham Town (-3) |
| 28/10/2000 | Witchampton United | 2 | 3 | Portland United |
| 21/10/2000 | Allendale | 0 | 2 | Westland Sports |
| 21/10/2000 | Dorchester Town Reserves (-3) | 4 | 0 | Witchampton United |
| 21/10/2000 | Flight Refuelling | 2 | 2 | Bridport Reserves |
| 21/10/2000 | Hamworthy Recreation | 2 | 1 | Bournemouth Sports |
| 21/10/2000 | Shaftesbury | 1 | 4 | Blandford United (-3) |
| 21/10/2000 | Sherborne Town | 0 | 2 | Portland United |
| 21/10/2000 | Stourpaine (P) | 3 | 2 | Gillingham Town (-3) |
| 21/10/2000 | Sturminster Newton United | 1 | 1 | Weymouth Sports (-3) |
| 21/10/2000 | Wareham Rangers | 0 | 0 | Hamworthy United |
| 14/10/2000 | Blandford United (-3) | 3 | 2 | Sherborne Town |
| 14/10/2000 | Bournemouth Sports | 2 | 1 | Shaftesbury |
| 14/10/2000 | Bridport Reserves | 2 | 1 | Stourpaine (P) |
| 14/10/2000 | Gillingham Town (-3) | 1 | 1 | Wareham Rangers |
| 14/10/2000 | Hamworthy United | 1 | 2 | Sturminster Newton United |
| 14/10/2000 | Portland United | 2 | 0 | Dorchester Town Reserves (-3) |
| 14/10/2000 | Westland Sports | 1 | 2 | Hamworthy Recreation |
| 14/10/2000 | Weymouth Sports (-3) | 2 | 1 | Flight Refuelling |
| 14/10/2000 | Witchampton United | 1 | 6 | Allendale |
| 07/10/2000 | Allendale | 1 | 3 | Hamworthy Recreation |
| 07/10/2000 | Bournemouth Sports | 0 | 3 | Dorchester Town Reserves (-3) |
| 07/10/2000 | Portland United | 3 | 1 | Wareham Rangers |
| 07/10/2000 | Shaftesbury | 1 | 1 | Gillingham Town (-3) |
| 07/10/2000 | Westland Sports | 2 | 1 | Blandford United (-3) |
| 07/10/2000 | Weymouth Sports (-3) | 1 | 2 | Bridport Reserves |
| 30/09/2000 | Blandford United (-3) | 1 | 3 | Hamworthy United |
| 30/09/2000 | Dorchester Town Reserves (-3) | 0 | 1 | Bridport Reserves |
| 30/09/2000 | Flight Refuelling | 2 | 4 | Westland Sports |
| 30/09/2000 | Gillingham Town (-3) | 1 | 2 | Sherborne Town |
| 30/09/2000 | Portland United | 3 | 1 | Shaftesbury |
| 30/09/2000 | Sturminster Newton United | 0 | 1 | Hamworthy Recreation |
| 30/09/2000 | Wareham Rangers | 3 | 0 | Bournemouth Sports |
| 30/09/2000 | Weymouth Sports (-3) | 0 | 0 | Allendale |
| 30/09/2000 | Witchampton United | 2 | 8 | Stourpaine (P) |
| 23/09/2000 | Bournemouth Sports | 1 | 3 | Sturminster Newton United |
| 23/09/2000 | Bridport Reserves | 1 | 2 | Hamworthy United |
| 23/09/2000 | Dorchester Town Reserves (-3) | 4 | 1 | Blandford United (-3) |
| 23/09/2000 | Gillingham Town (-3) | 6 | 1 | Flight Refuelling |
| 23/09/2000 | Stourpaine (P) | 2 | 4 | Weymouth Sports (-3) |
| 23/09/2000 | Witchampton United | 0 | 10 | Hamworthy Recreation |
| 19/09/2000 | Shaftesbury | 1 | 2 | Flight Refuelling |
| 16/09/2000 | Hamworthy Recreation | 4 | 1 | Shaftesbury |
| 09/09/2000 | Bournemouth Sports | 0 | 4 | Gillingham Town (-3) |
| 09/09/2000 | Hamworthy Recreation | 7 | 0 | Weymouth Sports (-3) |
| 09/09/2000 | Hamworthy United | 2 | 0 | Shaftesbury |
| 09/09/2000 | Portland United | 2 | 1 | Bridport Reserves |
| 09/09/2000 | Sherborne Town | 0 | 3 | Dorchester Town Reserves (-3) |
| 09/09/2000 | Stourpaine (P) | 3 | 0 | Allendale |
| 09/09/2000 | Sturminster Newton United | 3 | 1 | Flight Refuelling |
| 09/09/2000 | Wareham Rangers | 1 | 0 | Blandford United (-3) |
| 09/09/2000 | Witchampton United | 2 | 6 | Westland Sports |
| 05/09/2000 | Bridport Reserves | 6 | 1 | Gillingham Town (-3) |
| 05/09/2000 | Weymouth Sports (-3) | 0 | 1 | Dorchester Town Reserves (-3) |
| 02/09/2000 | Allendale | 2 | 0 | Bournemouth Sports |
| 02/09/2000 | Bridport Reserves | 6 | 0 | Wareham Rangers |
| 02/09/2000 | Dorchester Town Reserves (-3) | 2 | 4 | Westland Sports |
| 02/09/2000 | Flight Refuelling | 1 | 4 | Portland United |
| 02/09/2000 | Gillingham Town (-3) | 0 | 4 | Hamworthy Recreation |
| 02/09/2000 | Shaftesbury | 1 | 1 | Witchampton United |
| 02/09/2000 | Sherborne Town | 2 | 1 | Sturminster Newton United |
| 02/09/2000 | Stourpaine (P) | 2 | 0 | Hamworthy United |
| 02/09/2000 | Weymouth Sports (-3) | 1 | 3 | Blandford United (-3) |
| 31/08/2000 | Hamworthy Recreation | 3 | 1 | Stourpaine (P) |
| 29/08/2000 | Blandford United (-3) | 0 | 0 | Gillingham Town (-3) |
| 29/08/2000 | Bournemouth Sports | 4 | 3 | Flight Refuelling |
| 29/08/2000 | Bridport Reserves | 2 | 0 | Sherborne Town |
| 29/08/2000 | Hamworthy United | 4 | 0 | Allendale |
| 29/08/2000 | Portland United | 6 | 1 | Weymouth Sports (-3) |
| 29/08/2000 | Sturminster Newton United | 0 | 3 | Dorchester Town Reserves (-3) |
| 29/08/2000 | Westland Sports | 2 | 1 | Shaftesbury |
| 29/08/2000 | Witchampton United | 1 | 3 | Wareham Rangers |
| 26/08/2000 | Bournemouth Sports | 1 | 0 | Westland Sports |
| 26/08/2000 | Bridport Reserves | 2 | 0 | Blandford United (-3) |
| 26/08/2000 | Dorchester Town Reserves (-3) | 0 | 4 | Hamworthy Recreation |
| 26/08/2000 | Flight Refuelling | 3 | 1 | Allendale |
| 26/08/2000 | Gillingham Town (-3) | 1 | 1 | Portland United |
| 26/08/2000 | Hamworthy United | 5 | 0 | Witchampton United |
| 26/08/2000 | Sherborne Town | 0 | 0 | Weymouth Sports (-3) |
| 26/08/2000 | Sturminster Newton United | 4 | 1 | Stourpaine (P) |
| 26/08/2000 | Wareham Rangers | 2 | 1 | Shaftesbury |
| 22/08/2000 | Dorchester Town Reserves (-3) | 3 | 2 | Hamworthy United |
| 22/08/2000 | Flight Refuelling | 0 | 4 | Hamworthy Recreation |
| 22/08/2000 | Gillingham Town (-3) | 3 | 0 | Sturminster Newton United |
| 22/08/2000 | Portland United | 3 | 0 | Bournemouth Sports |
| 22/08/2000 | Shaftesbury | 0 | 1 | Allendale |
| 22/08/2000 | Stourpaine (P) | 3 | 4 | Sherborne Town |
| 22/08/2000 | Wareham Rangers | 0 | 1 | Weymouth Sports (-3) |
| 22/08/2000 | Westland Sports | 2 | 3 | Bridport Reserves |
| 22/08/2000 | Witchampton United | 0 | 0 | Blandford United (-3) |
| 19/08/2000 | Bournemouth Sports | 1 | 1 | Blandford United (-3) |
| 19/08/2000 | Bridport Reserves | 3 | 2 | Hamworthy Recreation |
| 19/08/2000 | Flight Refuelling | 0 | 2 | Dorchester Town Reserves (-3) |
| 19/08/2000 | Hamworthy United | 2 | 1 | Gillingham Town (-3) |
| 19/08/2000 | Portland United | 5 | 1 | Allendale |
| 19/08/2000 | Shaftesbury | 0 | 0 | Weymouth Sports (-3) |
| 19/08/2000 | Sherborne Town | 2 | 1 | Witchampton United |
| 19/08/2000 | Stourpaine (P) | 1 | 4 | Wareham Rangers |
| 19/08/2000 | Sturminster Newton United | 0 | 3 | Westland Sports |