Considering the the entire GTA is covered with buildings of one type or another it is unlikely that one will find satisfying roads or trails to ride. Heading further out there are roads that have been over-used and are now over-policed, over-rated and over-restricted.
The local stuff is basically for a warm up. if you want a decent ride you have to travel further afield. I usually head south to the USA. Pennsylvania is good and so is eastern Ohio.
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