I’m not familiar with the Marple side, but I’d guess you’ll be coming over the Pennines somewhere near Mam Nick?
From there, you could do Chapel Gate > Edale > Jagger’s Clough > Hope Cross. Then, either down through the woods to Ladybower, or along Hope Brink before dropping down to Aston, Thornhill. Both routes can meet up at the Yorkshire Bridge Inn. Up New Road to Dennis Knoll > Long Causeway up Stanage > Redmires > Fulwood Lane > Porter Clough > then follow the parks to Hunters Bar.
Alternative southerly route could be Mam Nick > Broken Road > Castleton > behind the cement works to Bradwell > Brough > Shatton. From here, either head up through Bamford to meet the northern route, or you could head further south towards Calver, then up to Curbar Gap, join the Eastern Moors Loop along Frogatt Edge and head towards Sheffield that way. Depends a bit on how long a route you want to make it.
Chapel Gate, Jagger’s Clough and some of the Win Hill tracks are a bit rough, but I've happily ridden them all on my drop bar bike with 42c WTB Resolutes.
I’m not familiar with the Marple side, but I’d guess you’ll be coming over the Pennines somewhere near Mam Nick?
From there, you could do Chapel Gate > Edale > Jagger’s Clough > Hope Cross. Then, either down through the woods to Ladybower, or along Hope Brink before dropping down to Aston, Thornhill. Both routes can meet up at the Yorkshire Bridge Inn. Up New Road to Dennis Knoll > Long Causeway up Stanage > Redmires > Fulwood Lane > Porter Clough > then follow the parks to Hunters Bar.
Alternative southerly route could be Mam Nick > Broken Road > Castleton > behind the cement works to Bradwell > Brough > Shatton. From here, either head up through Bamford to meet the northern route, or you could head further south towards Calver, then up to Curbar Gap, join the Eastern Moors Loop along Frogatt Edge and head towards Sheffield that way. Depends a bit on how long a route you want to make it.
Chapel Gate, Jagger’s Clough and some of the Win Hill tracks are a bit rough, but I've happily ridden them all on my drop bar bike with 42c WTB Resolutes.