| Drakensberg Area | |
| The Gun Challenge at Swartkop near Winterton (Re-enactment) · | February 2003 |
| Music in the Mountains Festival near Winterton (Drakensberg Boys Choir) · | April |
| Drakensberg Boys Choir Christmas Concert · | December |
| Bergville-Winterton Marathon | December |
| Bergville Ladysmith Marathon | April |
| Bergville Cycle Race | April |
| Winterton Street Market | July |
| Estcourt Area | |
| Giants Castle Mountain Bike Challenge | April |
| Broadmoor Mountain Bike Challenge | April/May |
| Cavannah Marathon | April/May |
| S.A. Club Polocrosse Championships | August/September |
| Zulu Dancing Competition (Wagendrift) | December |