Jordy Gunderson alerted me to the 2006.01 release of Software for Starving Students or SSS. SSS is a collection of free and open source software all on one convenient CD ROM (actually, it's an ~500Mb image that you download using BitTorrent). The images come in versions for Windows and Mac.
I tried it out and it's well done and very convenient. Each package has a description of what it is, links to the Web site for the package, and an install button.
Getting it via BitTorrent is problematic at BYU because of port blocking. I had to grab it at home. It's freely copyable, though, so someone could make CDs from the image and hand them out or even mirror it on a BYU server for BYU students.