Fall is a season full of color, fun traditions, and plenty of reasons to get people talking. From apple picking and hayrides to Halloween costumes and crunchy leaves underfoot, there’s something about Autumn that invites connection and conversation. 

One simple way to bring everyone together, whether in the classroom, around the dinner table, or at a Fall party, is with a good round of Would You Rather questions.

This list of fall-themed Would You Rather questions is perfect for kids, tweens, teens, and even adults. It’s a fun and easy way to get people thinking, talking, and sharing a bit about themselves.

Whether you're planning a seasonal activity at school, organizing a family night at home, or looking for something to keep kids engaged during a road trip, these questions are a great choice.

No special supplies, no setup, just pick a question and see where the conversation goes!

Fall This or That Printable Game

Why Play “Would You Rather” in Fall?

Fall is full of fun traditions, pumpkin carving, trick-or-treating, baking, and bonfires. But sometimes, we just need a simple, no-prep way to connect and get everyone talking (or roaring with laughter). That’s where Would You Rather comes in.

This game is:

• Easy to play anytime, anywhere

• Great for sparking creative thinking

• Perfect for groups of any size

• A fun icebreaker for kids and adults

You can take turns answering, vote as a group, or even turn it into a mini debate. No winners, no losers, just fun!

Classic Fall Would You Rather Questions

Let’s start with some classic Autumn favorites that everyone will relate to:

1. Would you rather jump in a giant pile of leaves or go on a hayride?

2. Would you rather carve a pumpkin or paint a pumpkin?

3. Would you rather go apple picking or visit a pumpkin patch?

4. Would you rather sip hot chocolate or warm apple cider?

5. Would you rather wear cozy sweaters all fall or fuzzy socks every day?

6.  Would you rather get lost in a corn maze or explore a haunted house?

7. Would you rather sit by a campfire or take a chilly evening walk?

8. Would you rather have fall weather all year or only experience it once a decade?

9. Would you rather knit your own scarf or bake a pumpkin pie from scratch?

10. Would you rather go to a fall festival in the rain or miss it altogether?

Funny and Silly Fall Would You Rather Questions

Need to get your kids or teens laughing? These will do the trick!

11. Would you rather have pumpkins for feet or candy corn for teeth?

12. Would you rather have a vampire roommate or a werewolf best friend?

13. Would you rather be chased by 20 squirrels or 2 wild turkeys?

14. Would you rather wear a Halloween costume every day for a month or never be allowed to wear one again?

15. Would you rather eat ONLY Halloween candy for a week or no candy at all for a year?

16. Would you rather smell like pumpkin spice forever or cinnamon apples forever?

17. Would you rather be stuck in a haunted corn maze with zombies or have to bob for apples in slime?

18. Would you rather watch nothing but Halloween movies or nothing but football all fall?

19. Would you rather ride a broomstick to school or drive a leaf blower?

20. Would you rather carve 100 tiny pumpkins or 1 giant pumpkin the size of your bed?

Halloween-Themed Would You Rather Questions

Spooky season calls for a little bit of frightful fun!

Halloween Would you Rather Questions

21. Would you rather spend the night in a haunted house or spend an hour in a room full of spiders?

22. Would you rather dress as a vampire or a ghost for Halloween?

23. Would you rather have to do the zombie walk everywhere you go or speak like a witch for a week?

24. Would you rather walk through 10 spider webs or hear creepy whispers all day?

25. Would you rather decorate your whole house with fake cobwebs or glowing skeletons?

26. Would you rather trick-or-treat with your best friend or go to a Halloween party with your crush?

27. Would you rather fly on a broom or cast spells with a wand?

28. Would you rather spend Halloween in the woods or an abandoned mansion?

29. Would you rather make your Halloween costume yourself or buy one last minute?

30. Would you rather watch a scary movie alone or with someone who screams at every scene?

Cozy Autumn Would You Rather Questions

These are perfect for those fall-loving hearts who prefer cozy vibes over creepy ones.

31. Would you rather bake pumpkin muffins or cinnamon rolls?

32. Would you rather read a book by the fireplace or go on a scenic fall drive?

33. Would you rather rake leaves or decorate for fall?

34. Would you rather sleep in a flannel bed or under a weighted blanket?

35. Would you rather hibernate all fall like a bear or stay up and enjoy every crisp moment?

36. Would you rather eat roasted sweet potatoes or butternut squash soup?

37. Would you rather dance in the fall rain or snuggle up inside with a movie?

38. Would you rather listen to soft acoustic fall music or Halloween party hits?

39. Would you rather light a fall-scented candle or bake something that smells amazing?

40. Would you rather spend a day decorating for fall or shopping for fall clothes?

Fall Food Would You Rather Questions

Because let’s be honest, fall is basically food season, right? These Fall food questions will have you thinking.

41. Would you rather eat pumpkin pie or apple pie?

42. Would you rather drown your pancakes in maple syrup or cinnamon sugar?

43. Would you rather drink a PSL (pumpkin spice latte) or a chai tea latte?

44. Would you rather eat caramel apples or candy corn cupcakes?

45. Would you rather give up all candy or all baked goods during fall?

46. Would you rather have cookies shaped like leaves or pumpkins?

47. Would you rather make a homemade pie crust or use store-bought?

48. Would you rather eat everything with bacon or everything with cinnamon for the whole season?

49. Would you rather try a mystery fall drink or mystery fall dessert?

50. Would you rather eat pumpkin bread or banana bread on a chilly morning?

Fall Would You Rather for Kids

These are especially great for younger children, cute, easy to understand, and totally giggle-worthy!

51. Would you rather eat one giant piece of candy or ten tiny ones?

52. Would you rather visit a silly pumpkin or a spooky one?

53. Would you rather take your teddy bear trick-or-treating or to a fall festival?

54. Would you rather have magical jumping boots for leaf piles or a scarf that sings?

55. Would you rather dress your pet like a pumpkin or a superhero?

56. Would you rather be a nice witch or a silly ghost?

57. Would you rather color fall pictures or make leaf crafts?

58. Would you rather touch slime or play with fake spiders?

59. Would you rather read a fall bedtime story or tell a made-up spooky tale?

60. Would you rather catch 100 falling leaves or chase a rolling pumpkin?

How to Use These Fall Would You Rather Questions

Here are some creative ways to use this list:

• Classroom Icebreakers: Perfect for morning meetings or fun Fridays.

• Family Time: Try them during dinner, car rides, or family game night.

• Party Games: Write questions on slips of paper and draw from a bowl.

• Journal Prompts: Great for older kids or teens to practice creative thinking.

Make It Extra Fun

Add a twist to your Would You Rather sessions:

• Debate Style: Have players explain why they chose their answer!

• Lightning Round: Go rapid-fire through 10 questions.

• Score It: Have everyone guess what the majority will pick.

• Crafty Version: Turn the questions into a printable activity or classroom bulletin board.

Fall is such a special season, full of change, warmth, and memory-making moments. Whether you’re sharing a laugh over candy corn vs. caramel apples or bravely choosing between haunted houses and corn mazes, these Would You Rather questions help bring people together.

So next time you're having fun with friends, family, or students, try asking a few of these and enjoy the conversations that follow.