If you really like Dylan then you might want to check out Ramblin' Jack Elliott. Dylan's pre-electric stuff is just Woody Guthrie songs sang in Ramblin' Jack's style, almost uncomfortably so.
Bob Dylan ~ Stuck Inside of Mobile with the Memphis Blues Again
Although I like this song this has always sort of been that one, where it seems like he really is just trying too hard. After this its pretty much smooth sailing until the '80s and his, I'm a Christian, no wait Jewish, hold on, Christian, no Jew, agnostic? period.