1. What are you going to do for your winter vacation?
2. I'm planning to go on a trip to Thailand with my family.
3. What are you going to do on your winter vacation?
4. What are you going to do during your winter vacation?
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Does #1 mean #3 or #4?
In this case, both #1 and #3 are asking about the same thing—what you are going to do for your winter vacation. The difference between #1 and #3 is the phrasing or wording of the question. Some people might prefer to ask "What are you going to do for your winter vacation?" (question #1), while others might ask "What are you going to do on your winter vacation?" or "What are you going to do during your winter vacation?" (question #3 and #4). The meaning behind both questions is essentially the same—they are asking about your plans or activities during your winter vacation.
