This is such a lovely route! Highly recommended. We ran it on May bank holiday weekend. The weather was clement to start with, 10ish degree with clouds and sunshine, but this turned to horizontal rain and cold at the end! The trail is very well marked (although the trail markings change from High Weald Walk to Tonbridge Circular? in places) and was dry for this time of year. Plenty of wooded sections with carpets of bluebells and deer roaming amongst the trees, absolutely stunning! We didn't really push the pace, we were too busy taking photos and enjoying the views.
We started from Pembury for easy parking and did the course clockwise. We only used two taps outside churches to replenish water so we believe this counts as unsupported.