We did a similar route in Jan 2023, the challenge for you will be the Doring, with a wet winter we are having the river level may be high in Sept, it drains from the Matroosberg area and the Kouebokkeveld. Its a no go if it is deep.
We did Op die Berg, Mount Ceder (night 1) easy day, then via Eselbank/ Wuppertal to Enjo (night2), then you will try via Doring/ Uitspankraal direction R355, but if you turn south at Moed Farm and head to Elandsvlei on tracks and on to Die Mond (night3), then to R355 and Tankwa Padstaal, over Katbakkies back to op die Berg.
These are big days, the roads are rough or sandy and if the wind blows it can reduce your pace to a crawl, sandstorms are not uncommon. Fill up when you see water. We camped and were self sufficient. It can be a decent adventure if the conditions turn against you. Don't rely on cellphone signal as it is rare as are cars and anyone with the ability to help you.
If you are not up for the route (tracks) we did south after Moed Farm, you can go onward and join the R355 and either head into the Tankwa or head south toward Ceres.
Another option I have hear of is to head east from Wuppertal via the Tra Tra and for the last part bushwack yourself to Elandsvlei (small settlement, nothing on offer) where you will meet the Doring.
So many options if you are up for some adventure, otherwise just as good if you choose farmstays and stick to bigger roads.
Enjoy yourself.
