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+EdOelman sounds like you absolutely should do it. It's hard not to have a great time on trails like this; even the harder parts just made me smile.
Shannonball
I grew up two minutes from Farnham station and as a young teenager used to do leafleting for the Spice Station curry house in your first pic for a bit of pocket money!
You've inspired me to try something similar, maybe in reverse finishing up in Farnham to see the rents!