The Guardian has gotten a few cycling illuminati together to post about their
favourite rides. Some fun stuff there and certainly worth the read if not considering for your next holiday.
Bike Boy's favourite ride around Melbourne at the moment would have to be the Brimbank Park loop. Bike Boy usually starts in Newport and the loop takes in parts of the Federation Trail, Western Ring Road Path and Brimbank Park to then return on the Maribyrnong River Trail back through Footscray. The loop has many options for detouring and or stopping along the way for a picnic/coffee, and even calling it an early day and jumping on a train home. It's usually a 60km plus ride so it makes for a testing day with a decent mix of climbs and decents, some really off-road! For more info on cycle paths around Melbourne check out Bicycle Victoria's
Where to Ride section.