Definitely – anything is possible!
I’m guessing your interest is in Community Events since you’re referring to submitters creating events, in which case you could probably make a tweak to the image upload module (it’s all customizable) and also leverage a suitable third party plugin that facilitates multiple featured images per-post.
So, although it won’t do quite what you want “out of the box”, it probably wouldn’t take too much work to get there.
I hope that answers your question but please do let me know if we can help with anything else.
Thanks!