Hi there Nick,
Thanks for your interest!
The best way to get a sense of how things look is to visit our demo site at wpshindig.com – it so happens almost all the events listed there are recurring so you should be able to find what you’re looking for 🙂
Doing a site for a theater company that has a show running for a full month with multiple shows at different dates and times through out the event.
Just to avoid any confusion, I would note that – currently at least – a recurring event can take place on multiple dates but the time will always be exactly the same (the recurrence model does not yet support an event that repeats weekly, for example, but where the time changes for each week, ie 12pm on the first occasion and 2pm on the second).
Will the calendar show each occurrence?
They show up for each and every day that they take place. In list view, on the other hand, there are options to show only the first upcoming instance and hide the rest, which some people prefer (and besides toggling this on and off as the site administrator, you can enable an option to let visitors choose to show or hide them, too – so it’s really very flexible).
I hope that answers your questions but let me know if I can help with anything else!