This is a truly magical place and (disputably) the highest place in Dorset, I believe it is as everything else in sight from here is below.
The approach I took was from Broadwinsor on the B3164 and then onto the B6132 and then take the bridle way at the old farmhouse across the filed and up towards Lewesdon Hill.
Before the steep climb begun I crossed what I'm told is an old drovers road or route, this place feels incredibly atmospheric from here right until you reach the top, with trees ranging from relatively young beech trees to ancient looking Oaks.
Oncve at the top there is a clear and quite flat plateau, surrounded almost completely with trees but still offering amazing views to Pilsdon Pen, Golden Cap and Lambert's Castle. Maybe with a pair of binoculars and on a clear day you could even see across to Glastonbury Tor, as my guide and fellow walker on this day has.
There may have been some occupation , but would a hillfort be necessary here anyway with Pilsdon so close by? I wouldn't be surprised if the hill had been used in ancient times as the Golden cap is directly south on the coast. It is the disputed highest point Dorset , Pilsdon is often reckoned to be but Lewesdon is marked higher on o.s. maps , for what that's worth.
Glad to be proven wrong by the above, newer entries.
In 1788, a former vicar of the area, William Crowe, published a long poem about walking up the hill on a May morning. Naturally, it was entitled "Lewesdon Hill". It was widely praised at the time - even Wordsworth, who lived near the hill at one time, approved.