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I had something like this in mind, with in a bit of a wiggle at the start to go up through Langley and then Jenkins Chapel/The Street/Axe Edge/back route to Earl Sterndale.
I'd offer up the broken road out of Hope for a bit of fun (the foolhardy can dodge cars and sheep up Winnats), but you can't really go wrong with Mam Tor.
There's a nice detour off Sheffield Road that I'll need to dig out, I can't remember where it pops out but I think I might be able to take it out towards Bollington and get Blaze Hill in somehow...
Possibly both a little harsh fixed?
I made myself a bit less visible on here when someone I knew IRL started going through my posts and being weird about it.
My domestic life is a mess at the moment and I can't commit to stuff this weekend, let along down the line. If I do come, I'll be on a road bike.
My suggestion for a lovely route from Macc would be as follows:
It stays off the main roads by and large, save for Cat & Fiddle at the end, but most of that section will be a descent. It should be doable on fixed. Mam Nick will be "fun". It wouldn't let me route up Abney Moor to go through Hathersage because some of that road has fallen away but it can be done by bike.
https://ridewithgps.com/routes/31841422