Very familiar with 'Family TT's'. Right on the Peaks here, and start hitting hills within minutes. A nice 90 minute ride is Romiley, Marple Bridge, 'Col du Mellor', New Mills, Hayfield, Chunal climb, at top over to Charlesworth, down into Broadbottom, climb out then a choice of a longer climb or up the infamous Gorsey Brow, then a steady 5 miles back home. It's 26 miles or so, 2600ft of climbing and takes about 1 hour 45.
Other rides are out round the lanes near Middlewood, Higher Poynton, The Brickworks, Moorside Hotel, Disley and back. Again 25 is miles and similar climbing.