Looking for a fun way to celebrate the cozy season? This Fall Edition of “Would You Rather” questions is the perfect activity for kids and adults alike! Whether you’re gathering around the dinner table, planning a classroom activity, or hosting a family game night, these prompts are great conversation starters.
With a mix of silly, thoughtful, and seasonal questions, you’ll spark laughter, creativity, and connection—all while enjoying the best parts of autumn together.
| # | Would You Rather Question |
|---|---|
| 1 | Get lost in a corn maze or a pumpkin patch? |
| 2 | Eat pumpkin pie or apple pie at Thanksgiving dinner? |
| 3 | Jump in a pile of leaves or swing on a tire swing? |
| 4 | Wear a cozy sweater or thick fuzzy socks all day? |
| 5 | Sip apple cider or eat candy corn at a Halloween party? |
| 6 | Go on a bike ride through fall leaves or a treasure hunt in an apple orchard? |
| 7 | Have a friendly ghost as your best friend or a talking pumpkin? |
| 8 | Go on a scavenger hunt or a treasure hunt in the fall season? |
| 9 | Eat your favorite food every day for the rest of your life or try a new fall treat every week? |
| 10 | Play silly questions at the dinner table or during morning meetings? |
| 11 | Carve pumpkins with your best friend or bake a pie with your family? |
| 12 | Wear a cozy sweater that’s too big or thick fuzzy socks that are too small? |
| 13 | Go to a haunted house or a Halloween party? |
| 14 | Eat apple pie for breakfast or pumpkin pie for dinner? |
| 15 | Rake fall leaves or shovel snow? |
| 16 | Spend the day in a pumpkin patch or an apple orchard? |
| 17 | Play tag in a pile of leaves or hide-and-seek in a corn maze? |
| 18 | Decorate for Thanksgiving dinner or a Halloween party? |
| 19 | Drink warm apple cider or hot chocolate after a bike ride? |
| 20 | Answer silly questions or critical thinking questions at school? |
| 21 | Spend the fall season outside or inside with a blanket? |
| 22 | Eat candy corn or caramel apples? |
| 23 | Go on a scavenger hunt with your best friend or your teacher? |
| 24 | Wear a cozy sweater every day for the rest of your life or never wear one again? |
| 25 | Eat pumpkin pie at the dinner table or outside in the pumpkin patch? |
| 26 | Jump in a giant pile of leaves or a giant ball pit? |
| 27 | Explore a haunted house or a spooky corn maze? |
| 28 | Have apple pie or pumpkin pie as your favorite food? |
| 29 | Go on a bike ride with your best friend or a walk with your family? |
| 30 | Wear thick fuzzy socks to school or a cozy sweater to bed? |
| 31 | Host a Halloween party or a Thanksgiving dinner? |
| 32 | Spend a day on a tire swing or a day in a pumpkin patch? |
| 33 | Have a friendly ghost as a pet or a pumpkin that glows forever? |
| 34 | Go on a treasure hunt in the woods or a scavenger hunt in your classroom? |
| 35 | Eat candy corn at every meal or drink apple cider at every meal? |
| 36 | Have morning meetings outside in the fall leaves or inside with hot cocoa? |
| 37 | Play silly questions at bedtime or at the dinner table? |
| 38 | Spend the fall season in a cabin or in a big city? |
| 39 | Rake a pile of leaves or decorate a pumpkin patch? |
| 40 | Go on a bike ride in the rain or in the chilly wind? |
| 41 | Eat apple pie with ice cream or pumpkin pie with whipped cream? |
| 42 | Wear thick fuzzy socks forever or never wear socks again? |
| 43 | Make printable cards of fun questions or draw your own? |
| 44 | Have a friendly ghost join your class or a talking scarecrow? |
| 45 | Visit a haunted house in the dark or a corn maze at night? |
| 46 | Have Thanksgiving dinner outside in the fall leaves or inside by a fire? |
| 47 | Go on a scavenger hunt with kids of all ages or only with your classmates? |
| 48 | Drink apple cider every day for the rest of your life or eat candy corn every day? |
| 49 | Share your favorite food with your best friend or keep it all to yourself? |
| 50 | Spend the fall season making printable cards with fun questions or playing outside in a pile of leaves? |
✨ These can be cut out into printable cards for classrooms, family nights, or even morning meetings. They’re a great way to spark laughter, critical thinking, and connection during the fall season. We’ve even included a free printable for you!