86 Fall Would You Rather Questions For Sweater Weather Fans

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Are you craving a heaping scoop of autumn-inspired fun to spice up your gatherings or add some zing to those cozy chats over a pumpkin spice latte?

Then get ready to test your and your group’s decision-making skills with our fun fall would you rather questions.

Instead of settling for the same old random choices, we’ve sprinkled a generous helping of autumn charm into this question game, making every dilemma a thrilling dive into the heart of the season.

The topics range from clean and wholesome to side-splittingly funny and a little bit cheeky. 

And we’ve made sure we included scenarios that’ll tickle the fancy of the guys and girls in your crew too.

Whether you’re at a lively autumn party or simply hanging out, these ‘’would you rather questions’’ are the perfect way to kick-start some laughs and get everyone talking. 

Feel free to add your own twist to the game; after all, the only rule here is to have an absolute blast.

You may also like our list of Halloween would you rather questions and winter would you rather questions.

Or test your knowledge of the season with our Fall Trivia Quiz.

Check out our holiday-themed quizzes too.

Clean Fall Would You Rather

Let’s dive into a delightful round of would you rather fall edition questions without the messy surprises.

Whether you’re sipping pumpkin spice lattes or crunching through fallen leaves- get ready to make clean and lighthearted choices that are all about the season.

  • Would you rather go pumpkin picking or apple picking?
  • Would you rather drink pumpkin spice latte or apple cider?
  • Would you rather eat apple pie or pumpkin pie?
  • Would you rather hike a trail and take in the beautiful autumn foliage or cozy up with a hot cup of tea and a good book beside a fire?
  • Would you rather spend a fall weekend in a cabin in the mountains or a cottage on the lake?
  • Would you rather spend a fall weekend exploring a haunted trail walk or visiting a local farm with your friends?
  • Would you rather go on a haunted hayride or a countryside drive to admire the fall colors?
  • Would you rather buy a perfectly fall-scented candle or a delicious homemade apple pie?
  • Would you rather jump in a pile of leaves or stroll through a small town during the fall?
  • Would you rather spend an afternoon at a fall festival or browse a farmer’s market?
  • Would you rather know when the first frost will come or when the first snow will fall?
  • Would you rather spend the evening in a hoodie by a campfire or watching the sunset over a lake?
  • Would you rather wear a cozy scarf or a warm hat?
  • Would you rather have a cozy hoody to wear every day or a pair of warm boots?
  • Would you rather spend the weekend in a charming bed and breakfast or camp in a tent in the crisp fall air?
  • Would you rather have the ability to control how fast the leaves change color or the ability to control how chilly the days get?

 You may also like our list of clean would you rather questions.

Golden fall colors in Yosemite Valley, California, USA.

Funny Fall Would You Rather

If you’re in the mood for some autumn-themed hilarity, this round of would you rather questions is bound to leave you in stitches!

We’ve cooked up a batch of choices that are sure to tickle your funny bone and have you snickering under your cozy fall blanket.

  • Would you rather only be able to communicate with howling wind noises or by arranging fall leaves?
  • Would you rather have the smell of pumpkin spice follow you or the sound of crunching leaves every time you walk?
  • Would you rather have your pockets full of autumn leaves or your purse/bag full of small pumpkins?
  • Would you rather dye your hair fall colors or only wear clothing that is fall colors?
  • Would you rather wear the same underwear for the entire fall season or socks that are a size too small?
  • Would you rather be followed by a crow that doesn’t stop “talking” or a squirrel that gives you attitude?
  • Would you rather wear a scarecrow outfit every weekend during the fall season or be mistaken for a scarecrow by birds flying by?
  • Would you rather wear all the costumes you wore as a child during the fall season or only be able to eat candy corn for breakfast?
  • Would you rather have a pumpkin-spiced meatloaf or an apple cider omelet?
  • Would you rather have to carry with you a gigantic rake or a leaf blower you can’t turn off?
  • Would you rather say “Merry Christmas” to everyone you cross paths with during fall or hand out Easter eggs to people?
  • Would you rather have the ability to make leaves that have fallen rearrange themselves into dirty messages or turn acorns into gold coins?
  • Would you rather have a magic spell that lets you communicate with squirrels or make any pumpkin grow to any size you desire?

Wholesome Fall Would You Rather

Great conversations often bring positive effects to our mental well-being.

And that’s precisely what our wholesome fall would you rather questions bring to the table. 

This round is all about sparking meaningful discussions and embracing the feel-good vibes of the season.

  • Would you rather walk dogs from your local shelter on a crisp fall day or hand out hot soup at a soup kitchen?
  • Would you rather spend an afternoon making beautiful fall-themed crafts with your loved ones or have the ability to turn rainy days into sunny days?
  • Would you rather rake leaves and jump in them with neighborhood kids or bake delicious fall treats for your neighbors?
  • Would you rather be known as the best pie baker in your neighborhood or the neighbor who rakes leaves for the elderly?
  • Would you rather receive a beautiful handwritten letter from a friend or a surprise pumpkin pie left on your doorstep?
  • Would you rather plant bulbs in the fall for spring flowers or buy fall mums to decorate your front porch?
  • Would you rather make your own fall wreath or buy a wreath from a local crafter?
  • Would you rather spend your day knitting and watching fall movies or curled up with a good book?
  • Would you rather have a fall picnic or a night in watching heartwarming movies?
  • Would you rather have the ability to turn any day into a warm fall memory for your loved ones or bring a smile to anyone’s face this fall season?
  • Would you rather cook food for a family member who’s going through a hard time or create care packages for those in need in the coming cold weather?
  • Would you rather jump in puddles or make the best apple cider you have ever tasted?
  • Would you rather organize a fall scavenger hunt or a potluck for your friends with fall-themed foods only?
  • Would you rather attend a community talent show or support a local charity event to help those in need for the fall season?
  • Would you rather learn how to take a class to learn how to make fall crafts or spend a day at a local senior center crafting with them?

Looking for fun activities this fall? Try our list of fall party games.

Cheeky Fall Would You Rather

Feeling a bit mischievous this fall? 

These cheeky questions are here to stir up some fun choices and playful dilemmas that will add a touch of spice to your autumn days.

  • Would you rather be followed by a ghost that hides your keys or a squirrel that steals other people’s wallets?
  • Would you rather have a ghost who lives with you and plays pranks on your guests or a talking black cat who gives you terrible advice?
  • Would you rather have a closet full of your favorite costumes or a closet full of cozy sweaters?
  • Would you rather have a gang of cute but mischievous woodland critters take up residence in your backyard or have a wardrobe malfunction anytime you pose for a selfie?
  • Would you rather have a never-ending supply of fall treats or be able to turn any boring tasks into something fun?
  • Would you rather be known as the neighborhood prankster or as the neighborhood house best decorated for fall?
  • Would you rather grow a massive pumpkin patch in your front yard or have a friendly ghost roommate?
  • Would you rather be followed by an apple pie scent or find the perfect pumpkin-spiced candle for your home?
  • Would you rather attend and win a fall-themed dance-off or be able to control the weather by saying a lame pun?
  • Would you rather have the power to turn any corn maze you are in into a fun escape room challenge or turn any apple you hold into a magic eight ball?
  • Would you rather have the ability to make leaves swirl vigorously anytime you are outside or be able to make leaves fall from trees whenever you want?
  • Would you rather be able to turn falling leaves into paper planes and fly them at anybody you want or have a bat sidekick who always has something funny to say?

You may also like our fall this or that questions.

Fall Would You Rather for Him

Calling all the gents out there! 

It’s time to take on some autumn-themed dilemmas that will have you laughing, debating, and bonding with your buddies. 

  • Would you rather take a hike to see all the fall foliage or go on a scenic drive to see the leaves changing colors?
  • Would you rather go to a football game on a crisp fall day or sit around a bonfire?
  • Would you rather build a fantastic scarecrow or carve an impressive pumpkin?
  • Would you rather have a paintball match with your friends on the perfect fall day or go on a spooky walk through a corn maze?
  • Would you rather take a date apple picking or on a hayride?
  • Would you rather go on a first date to a fall festival or explore a haunted house?
  • Would you rather spend the afternoon with your friends seeing who can catapult pumpkins the furthest or learning how to throw axes?
  • Would you rather organize a haunted hayride for your community or be a scary monster on the haunted hayride?
  • Would you rather organize an epic fall scavenger hunt for your friends or play a spirited game of football?
  • Would you rather have your friends over to spend a chilly evening gathered around a bonfire or spend the evening playing board games?
  • Would you rather learn how to make a fall-flavored beer or how to BBQ the perfect fall-themed dish?
  • Would you rather have a signature cocktail or be the master of making pumpkin spice lattes?
  • Would you rather learn how to make a fall-themed woodworking project or learn how to brew the perfect cup of coffee?
  • Would you rather wear a cozy flannel button-up shirt or a name-brand hoodie?
  • Would you rather have an owl who lives outside your window and always has helpful advice to offer or a squirrel friend who pulls funny pranks on people?
Funny Burrowing owl Athene cunicularia tilts its head outside its burrow on Marco Island, Florida.

Fall Would You Rather for Her

Ladies, gather ’round because we’ve curated a set of autumn-themed choices tailor-made for you! 

It’s time to let your fall favorites shine- including your getaway plans, wardrobe preferences, drinks, and more!

  • Would you rather spend an evening cozy inside watching reruns of your favorite show or under the stars looking through a telescope?
  • Would you rather go on a weekend getaway to a scenic fall cabin with your partner or stay home and watch a scary movie marathon?
  • Would you rather be able to make the perfect caramel apple treats or brew the perfect cup of apple cider?
  • Would you rather spend the day picking apples and baking pies or canoeing down a river with breathtaking views?
  • Would you rather go on a wine tasting with your friends or spend the weekend camping in the cooler weather?
  • Would you rather spend a weekend at a small-town fall festival or at a coffee shop enjoying pumpkin spice lattes with your friends?
  • Would you rather spend a morning going shopping for a new fall wardrobe or crafting a new wreath for your front door?
  • Would you rather thrift your entire fall wardrobe or do a clothes swap with your friends?
  • Would you rather get a fall manicure or make leaf piles to jump in?
  • Would you rather learn how to knit cozy fall sweaters or learn how to bake the perfect pumpkin pie?
  • Would you rather have the most stylish fall boots or a deliciously fall-scented candle?
  • Would you rather go to a pumpkin patch to hunt for the perfect pumpkin or get a massage?
  • Would you rather throw an unforgettable fall-themed party or have a beautifully decorated home for the fall season that no one else sees?
  • Would you rather post the perfect fall photos to your social media or organize a fall-themed potluck with your friends?
  • Would you rather go on a girl’s weekend in a cozy cabin in the mountains or spend the weekend volunteering at a local charity?

You may also like our list of would you rather questions for friends, best friends, girls, and couples.

Final Thoughts

Did you enjoy making fun fall-themed choices? 

Feel free to share your thoughts in the comments below and tell us which autumn would you rather scenario was your favorite!

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