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PhilPub
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.