Hunter's Box of Rain, really like reading all the lyrics, especially the stuff I hadn't heard before. I thought Phil's book was pretty good but I'm not really all that interested in the behinds the scenes stuff, just like the music they make. I haven't read any of the other books, i might be interested if Weir wrote one.
Shoot the breeze, lose the keys
Feed the poor, stop the war
Make the signs, connect the lines
Pay your fines, save your dimes
Watch The Feds, Dig The Dead
I read the Scully book when it first came out. It was right when I was gettin into the dead and gave me atleast an overall picture of the early scene and history even if it may be biased and trashy. Electric Kool-aid Acid Test made for a good companion book reading it right afterwards.
Skimmed around through Dark Star - probably reading all of it at some point. That one is tough when they focus on the later years.
and I just bought Searching for the Sound and will start reading it right after I finish reading Watch You Bleed: The Saga of G'N'R... if its trashy your looking for... this is a good one!