You would get so sick of that one DVD. I couldn't make that choice, if I were forced to it would depend on my mood at that moment. Possibilities:
LOTR:FOTR:EE
Fight Club
Matrix
Matrix Revisited (I'd argue it's really the second half of the Matrix 2 Disc set, released late, I want to take both!)
The Godfather Trilogy (I had to buy them all together, so I'm taking them all!)
Indiana Jones Trilogy (Ditto)
now that's a good one. while deployed to saudi arabia during operation iraqi freedom, many jokes abounded that it was a real life groundhog day. i spent 6 months there, man did it feel like groundhog day.