85 Challenging Fall Riddles [Free Riddle Cards]

Last Updated on March 9, 2024 by Michele Tripple

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Fall in love with these fun fall riddles that are sure to test your brain to a whole new level. See how many you can solve on the first try.

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These fall riddles are the perfect way to engage with friends and family as you celebrate the falling leaves and the cooling weather, all while stimulating our brains to a whole new level.

From changing colors in the trees to harvests and bonfires, these fall riddles are inspired by everything that is all around while inviting the magic of the season.

Solving these riddles will excite you about fall and stimulate your brain to a whole new level with the problem-solving skills you will need to guess these on the first try.

So gather your friends and family around the fire as the days get shorter and see who is the fall riddle master. There is a riddle for everyone as you embrace the season with fun and laughter.

For more fall fun and laughter, be sure to check out our Funny Fall Sayings, our fall jokes, fall puns, and our fall scavenger hunt to explore everything the world has to offer this season.

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The Best fall riddles

Grey racoon wearing red and yellow scarf with yellow border and fall riddle for kids.
  • It is fall and there is a bush, a pine tree, and an oak tree. What direction do the leaves on the pine tree fall when the wind blows west? A pine tree doesn’t have leaves. It has needles.
  • What breaks but never falls? Nightfall.
  • As fall progresses, the nights become colder. It is delicious food that can be eaten off of a cob holder. I wonder what it could be? Corn.
  • You are falling from a window. What season is it? Fall.
  • Since I represent 8 but am listed as 10, I have shortened the time until the time changes again. What am I? October.
  • Is there a reason why the ground loves October so much? Because the leaves fall for them.
  • Taking away two apples from three, how many do YOU have? Two, because YOU took two.
  • Each Halloween, I stand up inside Jack-o-lanterns when I’m young, and I’m short when I’m old. What am I? A candle.
  • What lives and reads in an apple? A bookworm.
  • What is able to run but never walk, has a mouth but never speaks, has a head but never weeps, and has a bed but never sleeps? A river.
  • What breaks but never falls, and what falls yet never breaks? Day and night.
  • What is the side of the tree with the most leaves? The outside.
  • Usually this green thing isn’t a plate of peas. There’s a maple one like this on the flag of Canada. A leaf.
  • Sometimes I’m big and sometimes I’m small. You see me fall in the autumn. A leaf.
  • I am a thin and flat thing. I can be found on branches. When I’m from a deciduous tree, I’m on the ground in the fall. A leaf.
  • What do you call a pumpkin that can swim? A float-gourd!
  • Why did the squirrel invite the acorn to Thanksgiving dinner? He wanted to shell-ebrate their friendship!
  • How do you know Fall has arrived? The leaves always fall for it…
  • Why won’t the apple tree share its fruit? It’s too core to its nature.
  • What did the pumpkin say to the butternut squash at the Halloween party? “You’re gourd-geous!”
  • What do you get when you cross a pumpkin with a wolf? A howl-oween jack-o-lantern!
Tree with orange, yellow, red and green leaves with yellow border and fall riddle for kids.
  • Why did the turkey refuse to take the train to the farm? He heard it was a fowl ride.
  • What do leaves say when they’re falling? “Leaf me alone!”
  • What’s a squirrel’s favorite ice cream flavor? Nut-ella of course!
  • Why did the tree go on a date with a maple syrup bottle? He wanted to get sappy!
  • What happens when you tell a pumpkin a secret? It goes in one ear and out the other.
  • What’s a pumpkin that loves to work out called? A gourd-geous fitness fanatic!
  • Why did the apple climb to the top of the tree? To get to the core of the problem.
  • What do you call a leaf who’s always on the move? A leaf-trotter!
  • Why did the farmer knit a sweater for his pumpkin? Because it was going to be a sweater-vest!
  • Why did the scarecrow win an award? He was out-standing in his field.
  • What did the wind say to the tree? “You’re so shady!”
  • What’s a pumpkin’s favorite ride at the amusement park? The roller-ghoul-coaster!
  • Why was the pumpkin afraid to jump off the roof? It was a frightful height.
  • What do you call a pumpkin in a bad mood? A grumpkin!
  • Why did the two leaves break up? They just drifted apart.
  • What did the pumpkin say to the sunflower? “You light up my life!”
  • Why did the turkey cross the road twice? To prove he wasn’t chicken.
  • What do you call a pumpkin with a PhD? A doctor-o’-lantern!
  • Why did the apple cross the playground? To get to the other slide.
  • What’s a leaf’s favorite activity? Falling asleep!
Blue and brown own wearing red scarf with yellow border and fall riddle for kids.
  • Why was the squirrel afraid of the pumpkin? It was a little nutty.
  • What do you get when you cross a bean with a pumpkin? A Jack and the bean-gourd!
  • Why did the pumpkin go to the doctor? It had about a gourd-case of the sniffles.
  • What’s a pumpkin’s favorite TV show? The Walking Bread.
  • Why did the apple cross the ocean? To get to the core of the world!
  • What did the pumpkin say to the zucchini? “How did we squash our beef?”
  • Why did the leaf leave its branch? It needed to branch out.
  • What do you call a pumpkin who’s feeling festive? A jolly-lantern!
  • Why did the candy corn break up with the Hershey’s bar? It just wasn’t sweet enough.
  • What’s a scarecrow’s favorite hobby? Cross-stitching…it’s all about the field of stitches!
  • Why did the pumpkin fall off the roof? It had a bad stem-inar.
  • What’s a turkey’s favorite song? “Wattle You Be Mine?”
  • What do you call a squirrel that loves to garden? A green acorn!
  • Why did the pumpkin go to the gym? To get a good squash workout.
  • What does a turkey do when it’s feeling down? It puts a little gobble in its step!
  • Why did the wind blow the leaves away? So they could find new chances to branch out.
  • What’s the apple’s favorite drink? Cider all the time!
  • Why did the acorn go to the gym? So it could get ripped and in-shell-gate the competition.
  • What do you get when you cross a pumpkin and a ghost? A boo-tiful jack-o-lantern!
  • Why do pumpkins always seem so sad? Because they know they’ll be carved into scary faces soon enough.
Brown bear wearing green and yellow scarf with yellow border and fall riddle for kids.
  • What do you call a turkey that loves to recycle? A gob-bler!
  • Why did the pumpkin break up with the watermelon? It couldn’taloupe its feelings.
  • What’s a leaf’s favorite thing to do on a bicycle? Pedal to the metal!
  • What are black, white, orange, and waddles? A penguin with a pumpkin!
  • Is there a way to fix a flat pumpkin? With a pumpkin patch.
  • What is the best way for an elephant to get out of a tree? It sits on a leaf and waits until autumn.
  • Can you tell me what scarecrow’s favorite fruit is? Straw-berries.
  • If money really grew on trees, what would everyone’s favorite season be? Fall.
  • What did one leaf tell another? I’m falling for you.
  • What do you call a tree that doubts that fall is coming? It is in Dis-be-leaf.
  • What did the tree tell autumn? Please leaf me alone!
  • In the fall, why do all the birds fly south? Because it’s too far to walk!
  • If you drop a pumpkin, what do you get? Squash!
  • When the trees start sprouting leaves in the spring, what do they say? What a re-leaf!
  • The squash with an identity crisis said what? I’m A – Corn!
  • What’s the best thing to put in apple pie? Your teeth.
  • Who crosses the road for the little pumpkins? The Crossing Gourd.
  • What causes trees to try new things so often? Because every autumn, then turn over a new leaf.
  • What did a tree say to Autumn when they were fighting? “That’s it, I’m leaving.”
  • What is the best way for an elephant to climb out of a tree? It sits on a leaf and waits until Autumn.
Umbrella with red and yellow stripes with yellow border and fall riddle.
  • How did Summer catch Autumn? Because Autumn had a fall.
  • Which season is the cutest? Awwwtumn.
  • How does an Elephant get out of a tree? Sits on a leaf and waits till Autumn!
  • How do fall leaves get from place to place? With autumn-mobiles.

Do you have some fall riddles that you love? Share them in the comments so we can try to solve them!

Printable fall riddles

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You can Never Have Too Many Riddles! Complete List of Mind-Blowing Riddles!

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