I'm attempting to complete this route in spring 2020 to celebrate my 30th birthday, over a series of weekends. (I've calculated 4)
I plan on starting at Winchester and walking West to East.
I live in London, so am using train to get to and from the track. I've split it over four two day trips as follows:
Trip 1: Winchester walk to East Meon (camp overnight) Walk as far up trail into Petersfield, divert into Petersfield town for train back to London.
Trip 2: Start in Petersfield, walk to East Dean (Camp overnight) get back onto trail, walk as far as I can on the trail to Amberly, train back to London.
Trip 3: Start in Amberly, walk to Steyning (camp overnight) get back onto trail, walk as far as I can on trail to Hassoks, train back to London.
Trip 4: Hassoks, walk to Alfriston (camp overnight) Follow loop around Eastbourne the following day and potentially stay in Brighton for the night to celebrate!