If you are considering walking this route yourself, please see my disclaimer. You may also like to see these notes about the maps and GPX files.
I did this circular walk of roughly 14 miles on Saturday, 17th November 2018. It was a repeat of a walk I did in August 2011 - I'd also walked it in the opposite (anti-clockwise) direction in January 2017.
I parked by the cricket ground in Cholesbury (Grid Reference SP 933071), and started walking about 9.55am. I followed the road that runs through Cholesbury and Hawridge (initially with the cricket pitch on my left) as far as the junction with Ray's Hill, when I turned left across Cholesbury Common and followed a wide grassy gap in the trees and bushes down to the bottom of a small valley, where I turned right along a rather muddy bridleway. I followed this for a few hundred yards, with the common sloping up on my right, until I reached a lane. Here I went a few yards left, then took a path on the other side that rose uphill along the right edge of a field of Christmas Trees. At the top of the slope the path continued across a very large arable field to reach a hedge, where it turned left and followed the hedge to reach a lane in the hamlet of Heath End.
The road through Cholesbury
Cholesbury Common, where I dropped down to the bottom of the small vallet (roughly opposite the road junction where Ray's Hill starts)
The path along the bottom of the valley along the edge of the common
The path along the bottom of the valley along the edge of the common
The path along the bottom of the valley along the edge of the common
The path along the bottom of the valley along the edge of the common
The start of the path to Heath End
The path to Heath End
The path to Heath End
Across the lane a path continued through a small pasture (there was a solitary bullock in it, but there might have been more in the adjoining larger pasture through a gap in the hedge on the left). Over a stile, I kept left at a path junction, following a fence on my left across a field with two horses in it. I then turned left behind the next hedgerow, following a bridleway that dropped downhill to meet a minor road. I went a few hundred yards right along the road, then took a path on the left (east) that rose uphill beside a hedgerow on my left.
The path going east from Heath End
The path going east from Heath End
The bridleway east of Heath End
The short road section
The path going east from the road
The path going east from the road