There’s nice enough riding along / around / above the Longdendale Trail out of Hadfield. Good on a cross bike and you can use it as a link to Cut Gate then come back via Jacob’s or the Roych or something else entirely.
The Northern Horse Routes starts from Crowden and links round to the Longdendale Trail above the tunnels, good on a cross bike. Loops above Tintwistle / Hollingworth towards Mossley, some really good stuff if you know it.
There’s some great local stuff, that I’m not going to describe here. And you can pop over Chunal and onto the trails around Hayfield / New Mills with a 25-minute slog up Chunal.
Maybe I’m missing something, but isn’t the Barnsley Boundary Walk, well, a walk? I don’t mean that facetiously, just wondering how rideable it is.