Events+ Sidebar Display Help

I made this video to explain better: https://www.youtube.com/watch?v=Y0lYYtZgHhI.

I am looking to make the sidebar display the date of an event only once instead of having it display multiple times, so basically the php would check if the previous event was on the same day and if it is, then it wouldn't display the date again. It would only display the time of the event which I could style to look good.

Please let me know what is the best solution to do this. I was thinking maybe I'd just build a new widget which would pull the data from the plugin, is that possible? I don't have much experience in this stuff, but I catch on to things very quickly and learn quickly.