Welcome to Oakville. We do have a bunch of trails, but certainly not of the "sweet singletrack" variety. The town is criss-crossed with multi-use trails and in many places, you can find singletrack that has been created. Linked together, you can easily ride for a couple of hours.stormies said:
The Nayagawa trails along 16 mile creek are on both side, both along the ridge, and also on the valley floor. They go from Upper Middle, up to Dundas. They are mostly gravel and do see a lot of walkers/joggers, so have to be ridden with caution.
There are also some short trails in Bronte Provincial park as well as behind Sheridan College.
If you want to ride some real trails, Kelso/Hilton Falls in Milton are the closest.
PM me if you want a guided tour/more info.