I was in Coorg over the weekend (in car), and noticed that there are not many options for food late nights in Hunsur, Kushal nagar, and Madikare area except one or two coffee day in this highway. So, plan to reach early, and also route was pitch dark with heavy traffic (trucks and cars) with so many speed breakers..
Kushal nagar to Madikere has quite a lots of uphills as already mentioned in this thread..
You could possibly ride up to Kushal nagar (around 220-240KMs from Bangalore) and stay there, then next day you can climb up Madikere and do some uphill rides near Dubare and then near Abhey falls...
It is quite sunny and hot in Coorg area during day time so don't expect winter like climate :)
Have a nice ride, and enjoy your holidays!!