Hi there, Matt! Thanks for getting in touch.
Good question. The countdown widget comes with the PRO plugin and is assigned to one event at a time.
For example, if you have two events on the same day at different times, you would go to the Events Countdown widget in Appearance > Widgets and select one of the two events you would like to countdown from. You also have the ability to specify what text to display once the countdown has reached zero. Here is a screenshot of the configurations to help illustrate.
Once the countdown time has been reached, you can select another event to countdown from. Unfortunately, it will not automatically move to the next event. That’s a great idea though! If you have a moment, we’d love for you to share it on our UserVoice page, which we use to track popular ideas for future releases.
Does that help answer your question? Please let me know. 🙂
Cheers!
Geoff