This ride is approximately 20 miles round trip. Here is an overview map of my ride split into three segments.
Blue Line: This segment of the trail starts in my backyard (almost), and ends where the pavement ends.

Yellow Line: This segment of the trail starts where the pavement ends and the gravel/dirt starts, and ends in downtown Boring OR. This is also the end of the entire Springwater Corridor Trail that starts in downtown Portland OR.

Red Line: This is the entire Cazadero Trail from downtown Boring OR to a dead end at the bottom of Deep Creek Park. This trail is not paved (yet).

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Here are some pictures from the “blue” portion of my trail ride, some random scenery and pics of the trail itself.

As you can see in the pics this portion of trail is very nicely paved and is very heavily used when the weather is good. In the summer I can sit on my balcony and watch an almost endless stream of runners, walkers, and bikers going by.

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These pictures are from the “yellow” portion of my trail ride. This section of trail is gravel and dirt, this is where 95% of casual fair weather trail users turn around or get back in their cars.

In the summer, as you can see in the pics, the trail is dry and nicely shaded. In the fall, winter, and spring it can turn into serious mud bog action.

There are no markers or other tourist type stuff on this portion of trail, and all of a sudden you feel as tho you might be way out in the boonies before finding yourself at the new trailhead park in downtown Boring OR.

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Then I ride two blocks southward through downtown Boring (very small town) to the Cazadero Trail Head which begins the “red” portion of my trail ride.

Now we really are heading into the wilderness, there are a few homestead type properties you can see from the trail before entering Deep Creek Park which is the lower part of this segment. Along this trail you see old growth timber and clear running streams, at the bottom end you can’t hear or see any sign of civilization.

Here are some pics of this segment, the trail is dirt and gravel, the lower end of the trail used to be unimproved and unmaintained dirt making it a year round thick mud bog mixed with dense overgrowth, but in the last few years they did some work on it, now it’s nicely graveled and maintained all the way to the end of the trail where they have put in some new railings and a large turnaround area.