Although work tends to keep me away from my spiritual home these days, most of my mates still live in and around Uppermill/Diggle/Mossley/Marsden. Best bet is to pop your head in to the Cyclery in the village, Wed night rides on the MTB and if you’re partial to a bit of tarmac, road rides on Sun with the local club – Saddleworth Clarion (which is predominantly a bunch of MTBers who like to ride road as well).
Uppermill itself is pretty sparse with BW, best bet is to pick up the Pennine BW and head north or south – good riding around Denshaw and over towards Shaw and across the M62 towards Rochdale, or south towards Staly Vegas and the fringes of the Peak.