Trying to "suddenly" update something that's years out of date to a current[ish] version is always fraught with weirdly closeted skeletons
At this point, I'd probably do
- mysqldump of each site
- mysql import them on a new server
- setup however many instances of wordpress I needed
- connect all those instances to the imported databases
- click "upgrade database" (or similar) ... and hope for the best :)
Alternatively:
- generate a non-limited RSS feed of the whole site (not capping at 5 or 10 entries, but every entry)
- import into a different blogging platform via that rss feed