I was out on the roadbike today and up the A54 I saw a couple of guys coming out of Three Shires, and I'm guessing heading down Cumberland Brook. However – when I went past the gate where Cumberland starts on the road, it was solid snow still. Charity and Oven Lane have both been sheet ice / snow for weeks, but you're looking at all the right tracks. Don't discount riding from Bottom o' th' Oven to the Cat – it's not so bad, and at least in the most part is fairly straight – and it's a popular route up. What it does is joing the obvious loop:
Leather's Smithy, up the left side of the forest on the concessionary bridleway (check the very latest OS 1:25 map (or Multimap of course)) Charity, Oven, Cat, then take the bridleway across Danebower Hollow from the pub, down the A54 to the top of Cumberland, back along the valley then up the steep road to Standing Stone and left across the back of the forest on the obvious bridleway. At the seats, you've a choice of two descents – the old Nessits Hill one on the wide fast track, or the new one that plops out on a horrendous effort by United Utilities that rather spoils it. When you get to the bottom by the reservoir, you can take the recently bike-allowed path around the reservoir back to the pub – sorted.
There are tonnes of ways to extend – into Three Shires, the Goyt loop from Derbyshire Bridge – even over Flash way into Longnor if you fancy a big day out. PM me if you want any more info, but that should keep you going for a bit!