From an interesting thread about Y2K at
Crooked TimberAt the millennial First Night Boston, someone did an art installation which filled a small hotel exhibition room with computers, so that people could watch to see if they failed.
It was interesting to see the people who were ringing in the new millennium watching a room full of junked computers. Or maybe they didn’t stay either. My husband said we had to get home by 11 in case the subway stopped running.
I can't remember what I was doing on NYE 1999 but I hope it wasn't that dull.