150 Autumn Riddles That Will Make You Think Twice
Ah, autumn! The season when the leaves turn golden, the air grows crisp, and everything seems to have a little more magic in it. It’s a time of cozy sweaters, pumpkin pies, and endless fun. But what could make this beautiful season even better? How about some autumn riddles to bring a smile to your face and a giggle to your day! Whether you’re out raking leaves, sipping hot cider, or simply enjoying the change in the air, these riddles are perfect for sharing with friends and family. From pumpkins to scarecrows, and everything in between, get ready for a journey through the funniest, quirkiest, and most delightful autumn riddles. Ready to fall into the fun? Let’s go! 🍁🎃
Easy Autumn Riddles for Kids to Enjoy
Why do leaves never make good secret agents?
Because they’re always falling for the first thing they hear!
What’s a pumpkin’s favorite sport?
Squash!
Why do trees hate going to school in the fall?
Because they get stumped by the questions!
What did one autumn leaf say to another?
I’m falling for you!
Why did the scarecrow win an award?
Because he was outstanding in his field!
What’s the best way to fix a broken pumpkin?
With a pumpkin patch!
What’s a skeleton’s least favorite month?
Sep-TIMBER!
Why was the apple so stressed out?
It had too many core issues!
What does a tree use to communicate?
Its bark!
What do you get when you drop a pumpkin?
Squash!
What did the leaf say to the ground?
I’m falling for you!
Why did the acorn break up with the tree?
Because it needed to branch out on its own!
What’s the best way to travel in autumn?
In an autumn-mobile!
Why do pumpkins never get tired?
Because they always have plenty of gourd energy!
What do you call a tree that doubts autumn?
Disbe-leaf!
Why are pumpkins terrible at math?
Because they always get squashed by the problems!
Why did the farmer bring a rake to the pumpkin patch?
To help the pumpkins get their act together!
What’s a tree’s favorite social media platform?
Root-er!
Why do squirrels love autumn?
Because they’re nuts about it!
What did the pumpkin say to the pie maker?
I’m feeling a little baked today!
Clever Autumn Riddles to Challenge Your Mind

Why are trees so good at making decisions?
Because they always know when to branch out!
What’s a ghost’s favorite vegetable?
Boo-tatoes!
Why did the leaf refuse to change color?
Because it was stuck in a rut!
What do you call a pumpkin who tells jokes?
A gourd comedian!
What do you call a fall bird who can’t keep secrets?
A chatter-bird!
Why did the acorn go to school?
Because it wanted to be an oak-tober graduate!
What’s a pumpkin’s favorite dessert?
Pie!
Why was the apple so good at math?
Because it had great core skills!
What did the ground say to the tree after autumn?
I’m relieved you’ve let go!
What do you call a tree that loves autumn?
A fall-acious tree!
Why do leaves love autumn?
Because it’s the time they finally get to let go!
What’s a skeleton’s favorite fall activity?
Going pumpkin picking!
Why do turkeys make terrible comedians?
They always wing it!
What do you call a scarecrow who gets promoted?
A high-flyer!
Why don’t ghosts like rain?
Because it dampens their spirits!
Why did the tree start a band?
Because it wanted to branch out musically!
What do you call a ghost who loves the outdoors?
A boo-hemian!
Why do pumpkins never get invited to parties?
Because they always get carved up and thrown away!
What did the scarecrow say to the pumpkins?
You’re looking gourd-geous today!
Why did the pumpkin stop at the road?
Because it was running out of juice!
Twisted Autumn Riddles with Unexpected Answers

Why do leaves always get invited to parties?
Because they’re always falling into good company!
What do trees wear to keep warm in the fall?
A bark coat!
What’s a pumpkin’s favorite instrument?
The gourd-en!
Why did the scarecrow bring a pencil to the field?
Because he was going to draw some attention!
What do you call a pumpkin that works at the beach?
A life gourd!
Why did the apple go to therapy?
Because it had too many layers to peel!
What do you call a leaf that doesn’t know when to fall?
An overachiever!
Why did the pumpkin turn red?
Because it saw the cider dressing!
What do you call a scarecrow who loves corn?
A-maize-ing!
What’s a ghost’s favorite fall color?
Boo-berry blue!
Why did the pumpkin start acting?
Because it wanted to get cast in a gourd role!
What’s a fall pumpkin’s least favorite sport?
Squash!
Why did the tree stop talking to the leaf?
Because it was falling out of touch!
What did the scarecrow say to the crow?
You’re a-maize-ing, but I’m still the boss of this field!
Why did the skeleton stop working out?
Because it had no body to work out with!
What do you call a pumpkin with a PhD?
A gourdian scholar!
Why was the pumpkin so smart?
Because it had a lot of potential to grow!
Why don’t pumpkins ever gossip?
They keep their seeds to themselves!
Why did the tree go to the barber?
Because it wanted to get trimmed for autumn!
What did the turkey say to the pumpkin?
I’m stuffed!
Best Autumn Riddles to Share with Friends and Family

Why are apples terrible at sports?
Because they always crumble under pressure!
What do you call a tree that loves playing cards?
A club-wood!
Why did the pumpkin cross the road?
To get to the other pie!
What do you call a Halloween decoration with great manners?
A well-mannered ghost!
What did the autumn leaves say to each other?
Let’s stick together, we’ll fall in the end!
What’s a pumpkin’s favorite social media?
Pumpkin Instagram!
Why do ghosts like to sleep in the fall?
Because they like to catch up on their spirits!
What’s the best way to communicate with a tree?
Send it a bark message!
Why did the pumpkin go to the Halloween party?
Because it wanted to show off its gourd-geous looks!
Why did the scarecrow get promoted?
Because he was outstanding in his field!
What do you call a jack-o-lantern who loves reading?
A lit-ary pumpkin!
Why did the autumn leaf go to the party?
Because it wanted to have a great fall!
What did the acorn say to the oak tree after a windy day?
You’re oak-some!
What do you call a tree in the fall who’s always in a good mood?
A happy leaf!
Why are pumpkins such great detectives?
Because they always get to the bottom of things!
What’s a skeleton’s favorite autumn treat?
Candy corn!
What do you call a pumpkin with a passport?
A world-traveling gourd!
What do you call a haunted tree?
A spooky sapling!
Why don’t skeletons fight each other in the fall?
Because they don’t have the guts!
Why did the scarecrow attend the Halloween party?
Because he was dying to have fun!
Funny Autumn Riddles to Lighten the Mood

What’s a ghost’s favorite Halloween dessert?
Boo-berry pie!
Why did the pumpkin stop rolling?
Because it got too tired!
Why do leaves fall in autumn?
Because they want to show they’re really great at letting go!
Related : 100+ Pumpkin Riddles to Spice Up Your Autumn Fun! (With Answer)
What do you call a turkey who joins a gym?
A workout bird!
What do you get if you cross a pumpkin with a turkey?
A stuffing-filled pie!
What do trees do when they’re feeling lazy?
Take a leaf day off!
Why did the leaf go to therapy?
Because it couldn’t let go of its issues!
Why do pumpkins refuse to go to the doctor?
They don’t want to get cut!
What do you call a spooky autumn party?
A boo-tiful bash!
Why did the apple turn red?
Because it saw the apple pie getting baked!
What’s a leaf’s favorite exercise?
Leaf-lifting!
What do you call a pumpkin who plays the guitar?
A rock ‘n’ gourd star!
Why was the scarecrow always invited to all the autumn events?
Because he was outstanding in his field!
What do you get when you drop a pumpkin in the ocean?
A gourd-tide!
Why did the pumpkin join a rock band?
Because it had great gourd vibes!
What did the autumn leaf say to the tree?
I’m falling for you!
Why was the pumpkin so popular at school?
Because it had great “spice” for life!
What’s a skeleton’s favorite fall activity?
Going pumpkin picking!
What do you get when you cross a ghost with a tree?
A spooky sapling!
Why do pumpkins make terrible secret agents?
Because they always crack under pressure!
Hard Autumn Riddles That Will Stump You
What’s a pumpkin’s favorite vegetable?
Squash!
What did the scarecrow say to the pumpkin?
You’re looking gourd-geous today!
Why did the autumn leaf get in trouble?
Because it was caught falling asleep!
Why did the tree break up with the autumn leaf?
It was time to let it go!
What’s a pumpkin’s least favorite movie?
The Squash-ening!
What do you call a scary pumpkin?
A fright-ening gourd!
Why do pumpkins make terrible dancers?
Because they always stumble!
What’s a skeleton’s favorite fall treat?
Candy corn!
Why did the pumpkin get a job?
Because it wanted to show its gourd potential!
What did the autumn leaf say to the storm?
“Blow me away!”
What do you call a spooky tree in autumn?
A shrieking sapling!
Why did the pumpkin get stuck at the party?
Because it couldn’t “gourd” anywhere!
Why are pumpkins such great public speakers?
Because they always have great gourd-titude!
What’s a skeleton’s least favorite autumn activity?
Trick-or-treating—it’s just too much to handle!
Why did the leaf go to the Halloween party?
It wanted to show off its best fall outfit!
What did the apple pie say to the ice cream?
You complete me!
Why did the scarecrow feel lonely?
Because no one “knew” him well enough!
What’s a tree’s favorite thing to drink in autumn?
Root beer!
What do pumpkins like to drink in autumn?
Gourd-juice!
Why do pumpkins make terrible gymnasts?
They always get squashed in the landing!
Rhyming Autumn Riddles That Are a Delight

What’s the best way to learn about autumn?
By taking a leaf out of the season’s book!
What’s a spooky autumn tree’s favorite fruit?
Boo-berries!
Why did the scarecrow stand in the rain?
He wanted to feel his roots!
What do trees use to communicate?
Their barks and leaves!
What do you call an apple after a bad breakup?
A “core” issue!
What do ghosts say when they’re satisfied with dinner?
“That was “boo”-licious!”
Why did the autumn leaf avoid social media?
Because it didn’t want to “leaf” any posts behind!
What’s a vampire pumpkin’s favorite drink?
Blood-orange juice!
What do you call a tree with great fashion sense?
A well-dressed oak!
What’s a scarecrow’s favorite hobby?
Staying outstanding in his field!
Why did the tree feel so good in the fall?
It was “leafing” all of its problems behind!
What’s the best way to build a spooky house?
Use ghoulish bricks!
Why did the autumn leaf stop playing cards?
Because it was having a rough time with the hand it was dealt!
What do you call a spooky hayride?
A frightful ride!
Why did the pumpkin refuse to go trick-or-treating?
It was afraid of getting carved!
What do you call a hay bale that tells jokes?
A comedy stalk!
What do you call a pumpkin who loves to read?
A well-read gourd!
What’s a tree’s favorite sport in autumn?
Leaf-boarding!
What do you call a scarecrow with no friends?
A lonely cornstalk!
Why do ghosts like to make new friends in autumn?
Because it’s the season to haunt together!
Twisted Autumn Riddles to Keep You Guessing
Why do pumpkins never get invited to parties?
Because they always get carved up!
What do you call an apple that tells bad jokes?
The core of comedy!
Why did the scarecrow wear a ribbon?
Because it was a “field” day!
What do you call a turkey who loves to exercise?
A “gym” bird!
Why did the pumpkin get all the credit?
Because it was truly “gourd”geous!
Why was the apple so worried about the leaves?
Because it couldn’t leave them behind!
What do you call a tree that loves autumn fashion?
A “leaf” lover!
Why did the pumpkin cry?
Because it couldn’t “carve” its way out of a situation!
What’s the best fall-themed treat?
Pumpkin pie!
What did the skeleton say about autumn?
“I’m just dying for Halloween!”
And just like the last leaf falling from the tree, we’ve reached the end of our cozy Autumn Riddles journey. I hope these puzzles brought a smile to your face, much like the crunch of leaves underfoot or the warmth of a fall sweater. Whether it’s the crisp air or the colorful scenery, autumn is full of little moments that make you want to slow down and enjoy. And guess what? I’ll be here whenever you want to relive those moments, with more riddles and fun to brighten your day. So, come back anytime just like the changing seasons, there’s always something new to discover. Until next time, stay curious, stay cozy, and enjoy the beauty of fall!
Feel free to share these with your friends and family—after all, what’s better than spreading some fall cheer? Keep coming back for more cozy moments, and let’s keep the autumn vibes going strong! 🍂
