Man.....talk about hijacking a thread....sorry Chase.
I found a high res. 1953 aerial view of the Multnomah Basin on USGS EarthExplorer. You can clearly see the roads / trails / clearings. Below is a low res copy showing some of the features and what I believe to be a house.
The high res. image is 73 meg so use these directions to download the high res. image.
1) go to
http://earthexplorer.usgs.gov/
2) create login (You'must be logged in to download)
3) Define search area: use a log lat within the basin
4) Define the data set: Aerial Photo Single Frames
5) Click the results button (not the results tab)
6) look for ARA001000060680
7) Select the Download Options icon
8) follow prompts to download.
edit: Notice how the clearing on the 1954 topo and the clearing on the aerial image match.