Having been to Saturday morning coffee club and tidied house up a bit dug out map for Settle, and had a ponder what I'd have done "off my own bat".
Against background of never been in Settle...or anywhere near before...potential February weather conditions... and not having done much walking in last 12 months I'd have been well cautious. Think probability is that I'd have done one of two things.
Good weather: Walked out of Settle on Dales High Way towards Malham Tarn, and just plodded on for a couple of hours, and just see how I felt after 2 hours. Feeling really good, push on a bit...before re-tracing steps back to Settle or finding a different route back. (Suppose a slight variant of this, if there's good public transport links from Malham to Settle to do a linear Malham/ Settle walk?)
Poor weather: A long "mooch" primarily keeping close to the banks of the Ribble.