A packing list can include a tent for a hotel stay and three chargers for a phone travelling alone. The list may be thorough, but the brief was too vague. Give the assistant the shape of the trip before asking what belongs in the bag.
State the limits and the unknowns
Try this fictional brief: leave Friday morning, return Sunday evening, travel by train, stay two nights in a hotel, take one backpack and plan ordinary city walks. That is three calendar days and two nights. The backpack is your chosen packing target, not a claim about the carrier's allowance.
Add what you have confirmed about the accommodation and what remains unknown. If towels are confirmed but a hairdryer is not, keep the latter as a question instead of letting the assistant assume it is supplied. Ask for three sections: needed for the plan, optional, and still to check.
For weather-dependent items, consult an up-to-date forecast for the actual place and dates near departure. Check the location and temperature units as well as the headline symbol. A seasonal description is not a forecast for your particular walk.
Give every item a job
Walk through arrival, a full day out and the return journey. For each item, ask when it will be used. Check chargers with the actual devices and cables you plan to carry. Remove a duplicate only after confirming that one item really serves both purposes.
NIST documents that AI can confidently supply incorrect content. Do not let the assistant invent transport rules or hotel facilities to complete the list; verify those with the responsible provider. Keep personal requirements under your own review. Finish by packing the real bag: a tidy checklist does not demonstrate that its contents fit.