You can stick old drives into current hardware and use vmware to emu the booting of them from the drive inside your current OS. I kinda collect OS's and have a drive with 20-30 of them all setup inside images that i can either mount and tweak or mount and boot them in a *NIX based OS. Whenever we've had to run windoze machines at work i've always set them up inside a linux box, for a number of reasons least not that windows <whatever> is a POS to try and workout hardware problems. If you emu the OS ontop of a OS that is good a debugging problematic hardware you have less headaches. Just let windows run it's pretty clicky stuff and let a real OS handle the underbelly of the hardware.

I highly recommend OS emulation rather than dual booting with modern hardware. I always recommend VMWare (http://vmware.com/) over pretty much anyone else, most of their stuff is free nowadays due to them focusing on the corporate market.

Some other emu software that is kinda cool is [openxvm.org]