Thanksgiving is a time when we gather with family and friends and reflect on gratitude. Whether you’re sitting on a folding chair with your extended family members or spending the day celebrating new traditions with others, we believe that deeper connection can be facilitated through conversation and vulnerability. We’ve gathered a list of thoughtful Thanksgiving questions to ask your family members or friends this holiday season that span generations and experiences.

  1. Who do you think about when you think about Thanksgiving? What was your relationship with them like? Did they pass anything along to you that you still do today?
  2. What is your earliest memory of Thanksgiving as a child?
  3. Do you have any unique family recipes that you always make for Thanksgiving?
  4. What do you think is unique about your/our Thanksgiving traditions?
  5. What are the traditions that we’ve been able to connect over?
  6. What is it about Thanksgiving that fosters connection?
  7. Has it always been easy for us to connect? If so, why? If not, why?
  8. How do we connect despite differing opinions and personalities around the Thanksgiving table?
  9. Are there any games or activities your/our family enjoys after the meal?
  10. How has Thanksgiving evolved over the years?
  11. What’s the most unusual Thanksgiving we’ve/you’ve ever had? Describe what happened.
  12. Is there anything you think everything Thanksgiving has to have?
  13. What makes the perfect turkey, and who in our/your family/friend group cooks the best bird? How do they make it?
  14. What are your favorite side dishes and why?
  15. What’s your favorite Thanksgiving dessert?
  16. What do you hope your Thanksgivings look like in the future?
  17. Are there any traditions you really want to pass on/keep?
  18. Is there a family story that gets told every Thanksgiving? What is it?
  19. Have you ever spent Thanksgiving in a different country? What was it like?
  20. Do you have a tradition of volunteering or giving back during Thanksgiving?
  21. What’s one dish you would never want to see on the Thanksgiving table?
  22. How do you feel about Black Friday shopping following Thanksgiving?
  23. How do you create a welcoming environment for guests during the holidays?
  24. What’s the most important lesson you’ve learned from Thanksgiving gatherings?

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