I parked at Greenlawn Park and did the trail and spurs down to the Racine County line and up to Cupertino Park near the Lake Michigan Ferry. On my third trip up to the Oak Leaf Trail I did what I call the Southeast Quadrant. This is a highly recommended ride, especially during fall. The west end of the trail was closed near Cottage Grove, and I had to take a detour on streets, which was fine. They do have a rubber strip running down the middle of them which helps, but they are still mostly bouncy and you have to deal with a 3-6" rise at the start of each of them. The only thing keeping me from giving this trail 5 stars are the bridges, which are mostly bad.
Since it's October, there were a ton of migrating birds and pretty good fall colors all along the trail, and I didn't see another human riding until I was about 5 hours into my trip near Lake Mills. The trail is really very nice and mostly flat with a lot of varying landscapes. After that, I was on non-paved trail (my personal fav) for the rest of the ride to Madison.
I started out at 3:00 am, so it didn't really get light out until I got to about Wales. I started out my ride from my home about 9 miles north of downtown Milwaukee where I caught "the Hank" and made my way west to the Glacial Drumlin Trail.
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