Unfortunately, the thread name "Road-Related Illustrations" is already taken...
An art blogger has collected more than 80 images (mostly paintings) of freeway scenes: bridges, flyover ramps, traffic lanes and so on.
http://ifitshipitshere.blogspot.com/2007/07/freeways-overpasses-artists-muse.html
http://ifitshipitshere.blogspot.com/2008/01/freeways-overpasses-artists-muse-part.html
Not included in the above is Angeleno James Doolin, whose art included some freeway scenes: http://www.artscenecal.com/ArticlesFile/Archive/Articles2000/Articles0100/JDoolinA.html
Too bad some of these look like a photo with some photoshop art filter applied to them. Not sure if I should blame Adobe or the art style.
Neat collection of pics though! I used to draw pictures of freeways when I was 7-12yo, but I threw all that art away while moving in 2002-2003. I wish I kept it.
http://www.nikolasschiller.com/blog/index.php/archives/category/highway/
(https://www.aaroads.com/forum/proxy.php?request=http%3A%2F%2F4.bp.blogspot.com%2F_zqFoq3qej2c%2FRoQZqo3LZZI%2FAAAAAAAACuE%2Fy7Xzyf7kxRU%2Fs1600%2Fbruce%2Bbombereger%2Bfreeways.jpg&hash=08b28acb9eff4fff5edaf872d09d783150c202b6)
wow. black guide sign with a layout I've never seen before. I'll bet those signs date to before 1954, and the shields were added in 1954 or after, when Cal Division of Highways started putting shields on overhead guide signs to complement the freeway names.
also check out that layout. anyone want to pinpoint exactly where that is? I'll bet the 101/15 (now 5/710) junction got some heavy rearrangement in the late 50s and 60s.
I think it's still in essentially the same configuration (some of the ramps behind I-710 seem to be missing). The major change was the removal of the left entrance from Telegraph Road (http://mapper.acme.com/?ll=34.01776,-118.17587&z=18&t=O) in the foreground. There's still a stub: http://maps.google.com/maps?ll=34.01722,-118.174653&spn=0.002867,0.004128&gl=us&t=k&z=19
got it. I think there is a slight error in the painting which threw me completely.
(//www.aaroads.com/shields/misc/101-15.jpg)
I labeled in red, and in green, two sets of lanes which appear to both curve to viewer's right. the red, coming from the foreground - the green, from the background. it turns out both of those are northbound 101 and they actually connect with just a slight jog (much less of a jog than southbound), as opposed to being perpendicular which is what the drawing implies.