70+ Holiday Conversation Starters

If you’re going to attend a family function or a holiday party and are confused about how to start a conversation with everyone there, we know it can be really difficult or a bit challenging.

In any gathering, generic questions like “How’s the weather?” are not going to help if you want to start a meaningful conversation. So, it’s crucial to have a few conversation starters ready to go.

but don’t feel under the weather. In this blog post, we’re going to provide you with 70+ unique and great holiday conversation starters. We’ve done extensive research to find these conversation starters to help you break the ice.

Before getting started, we would like to mention our random topic generator tool, which we’ve used to find some of these holiday conversation starters.

So, without wasting your time, let’s get started.

Best Holiday Conversation Starters

When it comes to holiday conversation starters, it’s always helpful to have a few go-to questions that can spark a fun, engaging discussion. Here are some of the best holiday conversation starters:

1. What’s your favorite holiday tradition?
2. Do you prefer giving gifts or receiving them?
3. What’s your go-to holiday dessert?
4. If you could spend the holidays anywhere in the world, where would it be?
5. What’s the most memorable holiday gift you’ve ever received?
6. Do you have any funny holiday memories?
7. What’s the best holiday movie to watch with family?
8. Have you ever had a holiday disaster? What happened?
9. What holiday song gets you in the holiday spirit?
10. Do you prefer winter or summer holidays?
11. What’s the most unique holiday decoration you’ve seen?
12. How do you celebrate New Year’s Eve?
13. What’s your favorite holiday meal?
14. Do you like holiday shopping or do you find it stressful?
15. Have you ever traveled during the holidays? Where did you go?
16. What’s the worst holiday gift you’ve ever given or received?
17. Are you a last-minute shopper or do you plan ahead?
18. What’s one thing you look forward to most about the holidays?
19. Do you prefer big holiday parties or small, intimate gatherings?
20. What’s the best holiday event you’ve ever attended?

you can also check out: Sales Conversation Starters

It Starts with the Firsts

Asking people about their first experiences is a fantastic way to start an interesting conversation. everyone has a first story that can be emotional, memorable, and sometimes even funny. here are some conversation starters about “first” that can help you get started with a conversation.

1. What was your first pet?
2. What was the first car you ever owned?
3. What was your first job?
4. What was your first concert?
5. What was the first holiday you remember celebrating?
6. What was the first gift you ever received that meant a lot to you?
7. What was your first holiday disaster?
8. What’s the first holiday you spent away from home?
9. What was your first holiday as a parent?
10. What was the first place you traveled to for a holiday?

A Few of Your Favorite Things

everyone has some favorite things in their lives. which can be passions, hobbies, and memories. even its holiday traditions, activities, or family traditions, you can ask about people’s favorite things during that meeting. It’s a great way to keep conversation flowing.

1. What’s your favorite holiday tradition?
2. What’s your favorite holiday movie or show?
3. What’s your favorite holiday song?
4. What’s your favorite thing to do on Christmas Eve?
5. What’s your favorite holiday food?
6. What’s your favorite holiday memory from childhood?
7. What’s your favorite holiday destination?
8. What’s your favorite holiday game to play with family or friends?
9. What’s your favorite winter activity?
10. What’s your favorite part about the holiday season?

Bests and Worsts

we face the best and worst experiences in our daily lives. so you can ask people about their experiences. which can lead to fun engagement and even a funny conversation. here are some great and worst experience conversation starters.

1. What’s the best advice you’ve ever been given?
2. What’s the best holiday meal you’ve ever had?
3. What’s the best gift you’ve ever given?
4. What’s the best holiday party you’ve ever been to?
5. What’s the worst holiday gift you’ve ever received?
6. What’s the worst holiday disaster you’ve had?
7. What’s the worst thing that’s ever happened at a holiday dinner?
8. What’s the worst holiday shopping experience you’ve had?
9. What’s the best holiday movie, in your opinion?
10. What’s the worst holiday food you’ve ever tried?

21st Century Topics

if other conversation starters are not a great fit for you, then you can go with these fresh topics. for example, you can talk about social media, technology, artificial intelligence, gadgets, and products that are evolving in today’s world.

1. How do you feel about virtual holiday gatherings?
2. Do you prefer sending e-cards or traditional holiday cards?
3. How has social media changed the way you celebrate holidays?
4. Do you share holiday photos on social media? Why or why not?
5. How do you feel about online holiday shopping vs. in-store shopping?
6. What’s the most creative holiday gift you’ve seen online?
7. Have you ever used a holiday-themed app or website?
8. How do you feel about holiday shopping during Black Friday or Cyber Monday?
9. Do you follow any holiday-themed influencers or social media accounts?
10. Do you think online holiday sales have changed how people celebrate?

Wild Card Questions

Sometimes, the best way to keep a conversation going is by asking unexpected, fun questions that can take the discussion in any direction. These wildcard questions are designed to spark curiosity and keep the conversation lively.

1. If you could invent a new holiday, what would it be?
2. If you could have any celebrity over for a holiday dinner, who would it be?
3. What holiday would you create to celebrate something random?
4. What’s the craziest holiday tradition you’ve ever heard of?
5. If you could change one thing about the holidays, what would it be?
6. If you could time travel to any holiday in the past, where would you go?
7. If you could switch holidays with another country, which one would it be and why?
8. What holiday do you think is overrated?
9. What’s the weirdest holiday food you’ve ever eaten?
10. What’s the best holiday costume or outfit you’ve ever worn?

Conclusion

in this blog post. we’ve shared over 70+ holiday conversation starters that can help you start conversation and break the ice. they can be used in any situation, like a family gathering, a party of friends, or just chatting with someone.

also, last but not least, please listen to the next person before asking a question or changing the topic. which can help them tell you a story briefly and lead to a great conversation.

also if you meet kids, then feel free to check out our conversation starters for teens, which can improve and color conversation and turn that into a valuable and engaging conversation.

don’t forget to check our random topic generator, which is a great source for finding conversation starters and topics.

Feel free to share this blog post on your social media to help others enjoy stress-free holiday conversations.