If you start in Peaslake and you’re not too shy, you’ll probably be able to get plenty of pointers from folk milling around between the pub and the village store, although maybe not as much as I the middle of summer!
There’s also a little bike shop there who could doubtless give you some pointers.
Personally, I’d stay on Holmbury Hill, as I find it easier to navigate than Pitch hill. If you go segment exploring I Strava, look for Barry knows best, Telegraph Road, Yoghurt Pots, Reservoir Dogs… You’ll have plenty of fun just following other people’s tyre tracks!