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Up Cavedale is a must, you can loop back towards Winnats from the top via Rowter Farm path.
If you hop one train stop to Edale you could recce the start of the Spine race.
There's Win Hill too that might be part of your Ladybower day?
A bit further over there's a lovely short loop above Hathersage around Burbage Rocks & Higger Tor.
Peak District Trail Running is a good guide.
rhb
PhilPub
Speaking of fun on the hills, we're off for a jolly in the Peak District next week, staying near Hope. Any recommendations for running/walking routes? I've already earmarked the circular route Hope-Castleton-Mam Tor-Great Ridge, and further East over Ladybower Reservoir/Bamford Edge looks nice. Anything else?