For a lunchtime blast, head directly north out of the town centre, sticking with the high ground – areas to play up there. Otherwise, as above for the commute – via Ashton and Daisy Nook, be prepared to work hard and pedal fast if you go anywhere near Fitton Hill or Glodwick…
Night rides, well depends what your plans are but my mates in Saddleworth Clarion ride out around Lydgate, Mssley, Uppermill, etc, etc, regularly Saddleworth Clarion. Or ask in Surosa Cycles, opposite the fire station on Lees Road, only a few minutes ride out from the centre.
But why the hell Oldham?! I did everything I could to escape the place, having lived there for the first 20 or so years of my life…!
EDIT: beaten tot he punchline by DaveyBoyWonder…