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02 · Social & Fun

Questions to Ask at Thanksgiving Dinner

Questions for a Thanksgiving table with several generations around it: light enough for a child to answer, interesting enough for the adults, and clear of the topics that turn a holiday dinner sour.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What is one small thing this year you were surprisingly glad about?

    Why ask it

    The word small does the work: it rules out the dutiful answers about family and health and gets you a specific one, like a new bus route or a neighbor's dog. Concrete answers keep the conversation going.

  2. Which dish on this table would you defend against any change?

    Why ask it

    Everyone has a position on this, including the children, and it lets people argue happily about something that does not matter. It also flushes out who has been quietly wanting to change the menu for years.

  3. What is the best thing you ate this year that was not at a holiday?

    Why ask it

    It gives a way into travel, work trips, and new places without asking the direct questions about money or promotions. The answers are usually short and easy to follow up on.

  4. What did Thanksgiving look like when you were ten?

    Why ask it

    Asking the oldest people at the table first tends to produce details nobody has heard: who hosted, what was on the table, who was not speaking to whom. Children listen to this more closely than to anything aimed at them.

  5. Who taught you to cook something you still make?

    Why ask it

    It draws out lineage through food, which is easier to talk about than lineage directly. You often learn that a recipe attributed to one relative came from someone else entirely.

  6. Who helped you this year in a way they probably do not know about?

    Why ask it

    Because the help was unnoticed, the answer is usually specific and slightly surprising. If the person is at the table, they hear it in front of everyone, which lands better than a private thank-you.

  7. What is something you got better at this year?

    Why ask it

    It works for a six-year-old learning to swim and for a grandparent learning a new phone. Asking about improvement rather than achievement keeps people who had a hard year in the conversation.

  8. What is a song that sounds like fall to you?

    Why ask it

    Music crosses generations faster than almost any other subject, and the answers usually come with a memory attached. Expect the table to disagree loudly, which is the point.

  9. What is the smallest luxury you allow yourself?

    Why ask it

    Answers are cheap, specific, and revealing: a particular coffee, a bath, the good scissors. It is a gentle way to hear how someone actually spends their day.

  10. Who in the family do you most take after, and in what way?

    Why ask it

    This produces both fond and slightly pointed answers, which is usually fine at a table this size. It also lets the younger people hear which traits are considered inherited around here.

  11. What is a story about this family the youngest people here have not heard?

    Why ask it

    Naming an audience turns a vague invitation into a task, and the storyteller edits accordingly. This is the question most likely to produce something worth writing down afterward.

  12. What is a photograph from this year you keep going back to?

    Why ask it

    Almost everyone has a phone in their pocket, so the answer comes with an image and the story behind it. It works especially well with people who dislike being asked to talk about themselves.

  13. What is something you tried this year that did not work out?

    Why ask it

    Asking for a failure in a light register gives permission to be honest, and the stories are usually funnier than the successes. Answer it yourself first so nobody feels singled out.

  14. What is something you learned from someone at this table?

    Why ask it

    It turns gratitude into something specific and directed rather than general. Watch for the quietest person being named, which is often the most valuable moment of the meal.

  15. What is a tradition you think we should start?

    Why ask it

    The suggestions tell you what people feel is missing: more of the cousins, less of the formal dinner, a walk before the food. Children usually have the most ambitious ideas here, and sometimes the best.

  16. What are you looking forward to in the next few months?

    Why ask it

    Forward-looking questions rescue a table that has been dwelling on a hard year. Keep it to a few months rather than five-year plans, which puts people on the spot about work and family.

  17. What do you want more of next year?

    Why ask it

    It is softer than asking about goals, and the answers tend to be about time and people rather than achievements. Anyone who says more sleep is usually telling you something true about their year.

  18. What is something you are curious about right now?

    Why ask it

    Curiosity is easier to talk about than expertise, so this is a safe question for a relative who has changed jobs or retired. The answers often reveal a hobby nobody knew about.

  19. If you had a free Saturday with no obligations, how would you spend it?

    Why ask it

    The hypothetical removes any need to justify the answer, so people say what they actually want. Comparing answers across generations at the same table is usually the interesting part.

  20. What would you want us to remember about this year?

    Why ask it

    A closing question that invites people to sum up rather than perform. Leave a pause afterward, because the answers arrive slowly and are usually worth the wait.

Keeping a holiday table talking

Practical guidance for the conversation itself

How to actually use these

Ask one question, not a round

Going around the table in order turns dinner into a performance and makes shy people dread their turn. Drop one question in, let it run where it goes, and drop another in when the conversation flags.

Answer first yourself

Whoever asks should go first, and should answer specifically rather than safely. It sets the length and the level of honesty for everyone else at the table.

Let people pass

Say plainly that anyone can skip a question. One person opting out quietly is fine, and it is far better than pressing someone who is having a difficult year in front of relatives.

Let the children ask

Hand a couple of questions to the youngest people at the table and let them choose who to ask. Adults answer children more openly than they answer each other.

What to steer around

  • Politics and anything currently in the news, unless the whole table genuinely enjoys it.
  • Questions about weight, food choices, or how much someone is eating.
  • When are you having children, when are you getting married, and any variation on either.
  • Job losses, money, and grades, which put one person on trial while everyone listens.
  • Anything you already know two people at the table disagree about bitterly.

Practical notes

Mind the seating and the noise

A long table is really three conversations, so a question shouted across it will only reach half the room. Ask within your own section, or wait until the plates are cleared and people move.

The best window is after the main course

Before the meal people are cooking and distracted, and by dessert some have drifted. The stretch between the first slowing down and the plates being cleared is when the table will actually talk.

Write one thing down

If someone tells a family story with dates and names in it, note it that evening. These are the details that vanish, and a holiday is one of the few times they are said out loud.