Stay mid way at Ambereley right on the SDW. ( Or 5 minutes away in car at Arundel )
Saves having to drive 50 miles to Winchester and then 50 miles back again.
Day 1.Leave car at Amberley station, get train to Ford and then on Winchester to start. Bang out 50 miles. Finish at mid point with your car, all your kit and ready for next day. If you or your mates dont fancy day 2, you can bail here.
Day 2. Start right on the SDW at midpoint, no trains to worry about. Ride to Eastbourne. Train back to Brighton and then onto Littlehampton and up to Amberley. Up the A24, M23 and M25 home. Bosh.
There are places to stay at Amberely, a couple of pubs and you’ve got Arundel and Storrington, both about 4 miles away. Arundel has loads of nice pubs, restaurants and places to stay and it’s 1 stop / 5 mins up the train to Amberely to get on the SDW. South Down bikes in Storrington can sort any mechanicals.