Hello funinjerusalem,
Thanks for contacting us. I believe this is intentional, as the widget and upcoming view are the same behind the scenes. It may be helpful to change the wording on the setting:
“Recurring event instances: Show only the first instance of each recurring event (only affects list-style views and widgets).”
From what I can tell, there is currently no way simple to get what you want. You will probably need to create a template override or filter the query somehow. I don’t believe we have a tutorial for that, but I will contact the dev team to see if there is a relatively easy way to get what you want.
Does this make sense? Let me know if I can explain anything else!
Cheers!
– Casey Driscoll