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Questions to ask the host or guide

Before a stay or a booked tour, while you can still change the plan.

Longpreparationquestionsaccommodation
Write me the questions to ask before I commit, grouped by how much they matter.

1. **Would change my decision.** Things that, answered badly, mean I book elsewhere: access, noise, timing, what is genuinely included, cancellation terms.
2. **Would change my packing or planning.** Practical details I cannot find on a listing page.
3. **Would make the stay better.** Local knowledge only they have, asked in a way that invites a real answer rather than a list of tourist sights.
4. **The awkward one.** The question I am avoiding asking, phrased so it is easy to ask.

Keep each question to one sentence and make each one answerable without a paragraph of hedging. Flag any question where a vague answer is itself a warning sign, and tell me what a good answer looks like.

What I am booking, and with whom:
What I am unsure about:

Making it yours

  • Paste your own material where the prompt asks for it. Everything above that line is instruction, not content.
  • Delete any rule that does not apply to you. A shorter prompt that fits beats a thorough one that does not.
  • If the answer comes back vague, add a line saying what you do not want. Constraints work better than encouragement.

Before you leave. Packing lists, place briefings split into durable and unverified, and what to ask a host first.

Related prompts

Packing list for this exact tripPacking for a defined trip rather than copying a generic list off the internet.Brief me on a place before I goBackground on somewhere you've never been, with the uncertain parts marked.Counted packing listPacking for a defined trip rather than copying a generic list.Brief me in two columns: durable and needs checkingBackground on somewhere you have never been, with the uncertain parts marked.An itinerary built around my energy, not the mapPlanning days you'll actually enjoy instead of a checklist you'll abandon by lunch.Plan this trip around one hard constraintWhen a budget, a pram, a bad knee or a heatwave defines the whole trip.

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