Longest continuous playing songs

Dark Star from Grateful Dead's Live/Dead 1969... 23:15

La Monte Young and the Forever Bad Blues Band - "Stompin'"
Live at the Kitchen

One live track over an hour long that needs to be spread over two CD's. It's sort of ambient/atonal and really quite listenable. I believe it's out of print now; I bought it some years ago after reading a fascinating review in Rolling Stone (before it completely sucked).

A Mac laptop with 1,000+ iTunes through Apple Lossless, with Crossfade Playback set at 10-12 seconds. I can play music for 36 days.

Gates of Delirium (Yes... 22 min)
Alice's Resturaunt (Arlo Guthrie.. 18 min)

Thanks everyone, just as a clarification, when I said "the group of songs" I meant where one song leads to another, not where songs are stacked by a player and play with no break in between.

Right now I have been listing to QMS - Happy Trails, I like it!

Thanks everyone, this will keep me listening awhile!

Steve