If you ask, as you see the person's response - if their face isn't overcome with an expression of excitement, you could continue ... "or something interesting you've seen this year ... or any new place you've been ..." etc.
It's hard to come up with a good one-question strategy that would fit all. As you know more about the person it gets easier to ask fitting questions. For example if they have a child, that's a whole basket of good things to ask - let them be proud about the kid's first steps / first year in school / etc.
Or questions are equally bad because it boxes someone into a binary choice. And that form you gave is far too long and still fairly specific. It is kind of open ended. But open ended questions should be incredibly targeted yet give a lot of leeway. "Oh you lived in Chicago? How did you like it?". "have you been on any trips lately".
You are dead on about dialing questions in after you get some responses though. But being incredibly vague and simple helps to open the conversation up. They have the ability to run any direction with the response. It works for personal relationships and professional interviews. Let the person talk and follow up from there.
If you ask, as you see the person's response - if their face isn't overcome with an expression of excitement, you could continue ... "or something interesting you've seen this year ... or any new place you've been ..." etc.
It's hard to come up with a good one-question strategy that would fit all. As you know more about the person it gets easier to ask fitting questions. For example if they have a child, that's a whole basket of good things to ask - let them be proud about the kid's first steps / first year in school / etc.