The draw was made by drawing entrants from a hat on a Teams meeting following the DFL Management meeting on Thursday 11th March 2021
Each team will play the others in their group at home and away
Depending on remaining weeks available there may be semi-finals but definitely a final in each League
Senior League - Group A
| Broadstone FC Seniors |
| Wincanton |
| Dorchester Sports Res |
| Hamworthy Recreation Res |
| Sturminster Marshall |
| Stalbridge |
| Cranborne |
Senior League - Group B
| Merley Cobham Sports Res |
| Poole Borough |
| Beaminster |
| Westlands |
| Chickerell Utd |
| Tisbury |
Division 1 - Group A
| Gillingham Town Res |
| Allendale First |
| Bournemouth Sports Res |
| Wareham Res |
| Upwey and Broadwey First |
Division 1 - Group B
| Balti Sports Res |
| Wool Utd First |
| Swanage Town and Herston Res |
| Boscombe Polonia First |
| Portland Town First |
Division 2 - Group A
| Portesham Utd First |
| Donhead Utd |
| Piddlehinton Utd First |
| Broadstone FC Seniors Res |
| Puddletown First |
Division 2 - Group B
| Allendale Res |
| Milborne Port Reserves |
| Broadmayne First |
| Wool Utd Reserves |
| Bournemouth Sports Lions |
Division 3 - Group A
| Portland Utd Youth Panthers |
| Poole Bay First Team |
| Bere Regis First |
| Sturminster Utd Res |
| Oakford Utd First |
| Redlands Rebels |
Division 3 - Group B
| Corfe Mullen Utd |
| Marnhull First |
| Portland Town Res |
| Bournemouth Sports Phoenix Res |
| Chickerell Res |
Division 4 - Group A
| Lytchett Matravers First |
| Milborne Sports First |
| Shillingstone First |
| Corfe Castle Res |
| Porton Sports FC First |
Division 4 - Group B
| Wyke Regis First |
| Piddlehinton Utd Res |
| Donhead Utd Res |
| Poole Borough Res |
| D.I. Utd First |
Division 5 - Group A
| Wyke Regis Res |
| Potland Town Third Team |
| Wool Utd Thirds |
| Puddletown FC Res |
| Crossways Spitfires First |
Division 5 - Group B
| Poole Bay Res |
| Oakford Utd Res |
| Portland Utd Youth Panthers Res |
| Tisbury Utd Res |
| FC Barolo First |