If thereâs one thing you can count on with my family, we bring the fun. No matter the time of yearâwhether itâs the holidays or weâre just getting togetherâweâre an easygoing bunch. Weâre easily entertained and donât take ourselves too seriously. But we also know weâre not the norm, and not all family tables or gatherings are created equally. Sometimes, family dynamics can be difficult to navigate for any number of reasons. Because of that, Thanksgiving can be tough for some to get excited about. Thankfully, conversation starters exist to keep the focus on fun and cultivating meaningful conversations.
With the holidays right around the corner, we decided to lean into the spirit of what theyâre really about: building connections and showing up with presence and curiosity. The good news is that these Thanksgiving conversation starters work for all gatherings, any time of the year. We hope these spark ideas for infusing levity and intention with your family or friends during this special, sacred season.
How to Spark Meaningful Connection This Holiday Season
The beauty of a good conversation starter is that it can shift the energy of a room instantly. Whether youâre sitting down with close family, reconnecting with friends, or meeting new faces for the first time, thoughtful questions can create space for everyone to feel seen and heard. And itâs not about asking anything groundbreakingâsometimes the simplest questions lead to the most meaningful exchanges. A lighthearted âWhatâs the best meal youâve had this year?â can spark a conversation that lingers long after the plates are cleared.
Sometimes the simplest questions lead to the most meaningful exchanges.
But conversation starters are just one piece of the puzzle when it comes to hosting a seamless Thanksgiving gathering. Creating a warm, welcoming environment goes beyond whatâs said at the tableâitâs about thoughtful touches that make everyone feel comfortable and cared for. With a little planning, you can cultivate an atmosphere that feels as joyful and meaningful as the conversations shared. Consider exploring one or more of the ideas below.
Support Your Host or Ask for Support
One of the best gifts you can take off your hostâs plate is logistics. Save the day and ask to âproject manageâ the holiday gathering. Want to make it even more fun? Pick a co-host. Youâre helping with everything from coordinating:Â
- Which guests bring what (drinks, appetizers, sides, desserts, etc.)
- Table decor or utensils if needed
- Who curates the playlistÂ
- Who helps with invites, name placements, etc.
Itâs such a huge help when you can count on 1-2 people to pitch in and is a surefire way to build a beautiful and memorable experience together.
Bring Games
This is a fun time to get creative. Thereâs no shortage of card decks to generate fun and light conversations at the table, board games to appeal to all age groups, or good old-fashioned yard games set up in the backyard. Iâm from the Midwest, so itâs not uncommon to see family playing cornhole before or after our holiday meal. And if your family is football-loving, you could spark a friendly betting pool on which team will win, who will sing the national anthem, or how many celebrities you can spot in the stands.Â
Read more: The Best Game Night Games That Are Anything But Boring
Pick a Family to Support Over the Holidays
Our family used to pick names for our Secret Santa every Thanksgiving, but as weâve gotten older, weâve become a family that chooses experiences and trips over gifts. That said, we love giving back, and in the spirit of making otherâs holidays great, too, why not choose a family to support over the holidays? Everyone can pitch in a desired amount, and thanks to the help of organizations like the Salvation Army, they make it easy to find a family or kids to give back to during the holidays.Â
Create a New TraditionÂ
Over the years, Iâve been inspired by families starting new traditions. A few ideas to consider as a group:Â
- Run/walk your local Turkey Trot
- Pick up trash around your morning lake walkÂ
- Volunteer at a shelterÂ
- Deliver blankets to shelters
- Go to a performance, like the Nutcracker
- Host a baking or cooking contest (the more pies, the merrier)
- Take a family photo
- Bake cookies and deliver to a hospital
- Make a group video where everyone tosses out one goal they have for the year ahead and watch the video the next year during the holidays
There are endless possibilities for creating new traditions or connecting with family and friends in ways you havenât before.
50 Thanksgiving Conversation Starters to Spark Meaningful Connection
We donât think this is a novel or groundbreaking idea, but the sheer intention behind asking great questions goes so far. If youâre not into a card deck that prompts questions, you could either make your own, ask everyone to contribute and pull out of a hat, or simply come prepared with a few of your own. This is especially great if youâre attending a holiday as a new partner, a guest, or want to get to know your own family or friends more intimately.
Itâs helpful to have a few topics in your back pocket for those moments when conversation stalls or takes an unexpected turn. From gratitude-focused questions to ones that tap into childhood memories or future dreams, these Thanksgiving conversation starters are designed to foster connection without feeling forced. After all, a great holiday isnât about the perfect meal or flawless decor. Itâs about being fully present and making memories with the people gathered around the table.
Thoughtful Conversation Starters
- What are you most thankful for this year?
- Whatâs one thing you want to accomplish before the year ends?
- Whatâs your best takeaway or learning from this year?
- If you had five minutes to call someone right now, who would it be?
- Where is one place youâve visited that surprised you?
- What do you hope your legacy in life is?
- Whatâs one thing youâve done this year that made you proud?
- Who has impacted your life the most this year?
- Whatâs a new habit or routine youâve adopted recently?
- Whatâs one lesson you wish youâd learned sooner in life?
Light-Hearted Conversation Starters
- What would your Real Housewives tagline be?
- Whatâs the best purchase you made this year?
- Whatâs something you canât stop talking about?
- If I gave you $100 right now, what would you do with it?
- How often do you use Amazon/Instacart/Uber Eats?
- Whatâs the funniest thing that happened to you recently?
- Whatâs one food you refuse to eatâeven on Thanksgiving?
- If you could swap lives with a celebrity for a day, who would it be?
- What song is currently stuck in your head?
- If your life were a movie, what genre would it be?
Conversation Starters for Close Friends and Family
- What do you think people would say your best quality is?
- Whatâs one thing on your to-do list that you keep putting off?
- What family tradition means the most to you?
- If we could plan a group vacation anywhere in the world, where would we go?
- Whatâs one thing we should do together more often?
- Whatâs a hidden talent youâve never shared?
- If you could relive any moment weâve had together, which one would it be?
- Whatâs the best piece of advice a family member has given you?
- Who makes you laugh the hardest at the dinner table?
- How do you prefer to spend quality time with people you love?
Introspective Conversation Starters
- What do you wish more people understood about you?
- Whatâs the hardest decision youâve made this year?
- How do you handle stressful situations during the holidays?
- Whatâs a personal value you hold close to your heart?
- If you could change one habit, what would it be?
- What motivates you to keep going when things get tough?
- How do you recharge when youâre feeling overwhelmed?
- Whatâs something youâve learned about yourself this year?
- If you could sum up this year in one word, what would it be?
- How do you define success for yourself?
Playful Conversation Starters
- If you could invent a holiday, what would it celebrate?
- Whatâs your go-to karaoke song?
- If you had to eat one meal for the rest of your life, what would it be?
- What superpower do you wish you had?
- If you could teleport anywhere right now, where would you go?
- Which fictional character do you relate to the most?
- What would you do first if you won the lottery tomorrow?
- If you could only wear one outfit forever, what would it be?
- Which animal best represents your personality?
- Whatâs the weirdest dream youâve ever had?