I understand that using Headway is a can of worms! I won't ask too much about that part. This is how the event meta displays:
<p>View eventTakes place on December 20, 2012 from 6:30 pm to 11:00 pmMain LocationUSD 27.00
See attachment as well.
All html is stripped. Very annoying. What I'd like from you guys is some pointers on how the plugin code is passing this back to WordPress after it's generated (I'm not overriding the default appearance). Maybe from there I can figure out how Headway is breaking it.