150 Best Sesame Street Riddles That Will Make You Giggle and Think
Ever wondered what has big eyes, loves cookies, and asks the silliest questions? That’s right, it’s the world of Sesame Street riddles! Get ready to laugh and think as we dive into the playful puzzles that have entertained generations of kids.

From Elmo’s giggles to Oscar’s grumbles, these brain teasers are not just fun, they’re a fantastic way to engage young minds. So, put on your thinking cap and let’s explore the whimsical world of Sesame Street’s best riddles!
Best Sesame Street Riddles That Will Make You Giggle and Think
Riddle: I have a sweet tooth and a blue fur coat, I live in a can and sometimes float. Who am I?
Answer: Oscar the Grouch’s friend, Slimey
Riddle: I count everything, even when I’m feeling blue, What’s my number, and what do I do?
Answer: The Count, and he counts
Riddle: I love cookies, but I’m not a monster, I help you learn how to sound out every letter. Who am I?
Answer: Cookie Monster’s helper, Herry Monster
Riddle: I live in a trash can, but I’m not a mess, I love to complain, I must confess.
Answer: Oscar the Grouch
Riddle: I’m a big yellow bird, with a friend so small, I teach about the world, through it all.
Answer: Big Bird
Riddle: I’m a fuzzy red monster with a giggle so bright, I love to learn and make everything right. Who am I?
Answer: Elmo
Riddle: I’m a purple pal, who loves to be read, my stories come to life inside your head.
Answer: Prairie Dawn’s purple friend, Betty Lou
Riddle: I have a nose that honks, and a love for rubber ducks, Who am I?
Answer: Ernie
Riddle: I may be small, but I’m mighty and green, I’m best friends with a bird, the best you’ve ever seen.
Answer: Bert
Riddle: I love to play music, with pots and pans galore, Who’s the musical chef who always asks for more?
Answer: Telly Monster’s friend, Hoots the Owl
Riddle: I am furry and blue with a big red nose, I’m not known for my temper, but I’m always on my toes.
Answer: Grover
Riddle: I love to sing, and dance and play, I’m a big fluffy friend who brightens your day.
Answer: Rosita
Riddle: I’m a green monster who loves to play a game, I live in a barrel, what is my name?
Answer: Barkley
Riddle: I love to laugh, and point, and do, what am I known for, it’s up to you.
Answer: The Yip Yips
Riddle: I’m a small blue furry friend of a big yellow bird, I’m not afraid of the dark, what have you heard?
Answer: Snuffy
Sesame Street Riddles: Characters and Their Quirks
Ever wondered why Oscar the Grouch loves trash? Or why Elmo giggles so much? “Sesame Street Riddles: Characters and Their Quirks” dives into these fun details! Through playful riddles, kids explore what makes each beloved character unique, making learning about their quirks a joyful adventure. It’s a great way to…

Riddle: I count everything, from cookies to sneezes, a habit I have that always pleases. What number am I, always eager to tally and keep track?
Answer: Count von Count
Riddle: My fur is bright, my laugh is bold, I bounce with glee, a story to be told. What energetic creature am I, always ready for a playful spree?
Answer: Tigger
Riddle: I live in a can, but have a heart of gold, what makes me unique, is a story to be told. Who am I, in my metallic home, with a love for all things sweet, yet always alone?
Answer: Oscar the Grouch
Riddle: I can teach you your ABCs, and 123s with glee, what is my name, for all the world to see?
Answer: Big Bird
Riddle: I might be small and a bit shy, but my heart is big and my spirit is high. What furry friend am I, always finding comfort with those I hold so dear?
Answer: Elmo
Riddle: I’m a baker, with a love for all things sweet, what is my most famous creation, that’s always a treat?
Answer: Cookie Monster and his cookies
Riddle: I have a best friend who’s big and blue, and my voice is a giggle, what am I to you?
Answer: Abby Cadabby
Riddle: My face is a frown, my words are often gruff, but deep down, I care, is that enough? What is the name of the character I am, always in a grumpy huff?
Answer: Oscar the Grouch
Riddle: I always try my best, with a smile on my face, though I sometimes get things mixed up, in time and in space. Who am I, always learning something new, in the world of my friends, kind and true?
Answer: Grover
Riddle: I love to share my knowledge, with a hoot and a stare, what kind of bird am I, with a wisdom beyond compare?
Answer: Owl
Riddle: I carry a blanket and a thumb in my mouth, waiting for a special visitor to come from the south. What am I always waiting for, with a faith that is so strong?
Answer: Linus and the Great Pumpkin
Riddle: I’m a red monster, with a heart so kind, learning to be a friend, is what I always find. What is the name of the character I am, with a love for laughter and a gentle touch?
Answer: Elmo
Riddle: I’m a count that loves numbers, but I’m also a bit of a fright. What is the name of the character I am, who loves to count in the night?
Answer: Count von Count
Riddle: My best friend is a bird, and my life is a song, always teaching and learning, all day long. Who am I, with a heart so pure, exploring the world, and always wanting more?
Answer: Big Bird
Riddle: I’m a grouch who loves trash, and a can is my place, but my heart is secretly kind, in my own unique space. What is the name of the character I am, with a love for all things discarded and grim?
Answer: Oscar the Grouch
Sesame Street Riddles: Themed Around Locations
Ever wondered where Elmo might hide a cookie? Sesame Street’s riddles take you on a playful tour! Imagine clues about Hooper’s Store, or maybe a puzzle about Big Bird’s nest. These location-based riddles make learning fun, encouraging little detectives to explore familiar spots with a fresh, curious perspective.

Riddle: I’m a place where stories are shared, and the pages come to life, with comfy chairs and a warm light, what am I, a haven from the strife?
Answer: Hooper’s Store’s reading nook
Riddle: I have a stoop where friends gather, and a trash can that’s often a home, a place for chats and silly games, where do these special moments roam?
Answer: 123 Sesame Street’s stoop
Riddle: I am a corner of the street, where music fills the air, with drums and guitars and singing, a joyful sound beyond compare. What am I, where tunes always play?
Answer: The Fix-It Shop’s music area
Riddle: I’m a place where creativity flows, with brushes, paints, and clay, where art is made with happy smiles, throughout the day. What am I?
Answer: Maria’s Art Studio
Riddle: I’m a place of learning, but not in the usual way, with numbers and letters, and games to play. What am I, where little minds grow each day?
Answer: The Sesame Street Preschool
Riddle: I have a window that’s often cleaned, and a counter where treats are sold, a place of yummy goodness, where stories often unfold. What am I?
Answer: Hooper’s Store
Riddle: I am a place of construction, always changing and new, with bricks and beams and tools so grand, what am I, where building is always true?
Answer: The construction site near Sesame Street
Riddle: I’m a garden where vegetables grow, and flowers bloom so bright, a place of nature’s wonders, bathed in the sun’s warm light. What am I?
Answer: Gordon’s Community Garden
Riddle: I’m a place where mail is sorted, and delivered with care, where letters and packages, are sent everywhere. What am I, where messages are sent far and near?
Answer: The Sesame Street Post Office
Riddle: I’m a place of quiet contemplation, where a certain bird makes his home, a spot for thinking and dreaming, where his wisdom is known. What am I?
Answer: Big Bird’s Nest
Riddle: I am a place of imagination, though I’m mostly made of cardboard, where kids come together, to play and explore, what am I, a space of endless fun?
Answer: The cardboard box play area
Riddle: I have a stage where puppets play, and songs are sung with glee, a place for learning and laughter, for all the world to see. What am I?
Answer: The Sesame Street Theater
Riddle: I’m a place where monsters dwell, but they’re not scary at all, we learn and grow together, and have a ball. What am I, where furry friends always play?
Answer: The Monster Clubhouse
Riddle: I am a place where Elmo likes to play, a world of imagination, where he spends his day. What am I, where his giggles often ring?
Answer: Elmo’s World
Riddle: I’m a place where you can find a friendly face, and ask a question about any place. What am I, where answers are often found?
Answer: The Information Booth on Sesame Street
Sesame Street Riddles: Food and Fun
Get ready for giggles and “aha!” moments with Sesame Street Riddles: Food and Fun! These aren’t just any riddles; they’re filled with familiar furry faces and yummy treats. From Elmo’s favorite snacks to Cookie Monster’s cravings, solving these puzzles is a delicious way to learn and play along with your…

Riddle: I have many seeds, but I’m not a garden. I’m often red, but sometimes green. What am I, a fruit that’s both sweet and a little bit tart, and sometimes used in pies?
Answer: A watermelon
Riddle: I wear a crown, but I’m not a king. I’m juicy and yellow, a tropical treat. What am I, with a peel you must remove, and a taste that’s oh so sweet?
Answer: A pineapple
Riddle: I’m a long, thin treat, often dipped in chocolate. Sometimes I’m crunchy, sometimes I’m soft. What am I, a snack that’s perfect for sharing with friends?
Answer: A pretzel
Riddle: I’m a colorful circle, with a chewy inside. I come in many flavors, a sweet, round surprise. What am I, a treat that might make your tongue turn a funny hue?
Answer: A gummy candy
Riddle: I have a bumpy skin, and grow under the ground. I’m often mashed, or baked, or made into fries. What am I, a starchy vegetable that goes with so many meals?
Answer: A potato
Riddle: I’m a drink that’s fizzy and bright, with bubbles that tickle your nose. I come in many flavors, a refreshing treat that often goes along with a meal. What am I?
Answer: Soda
Riddle: I am a fluffy cloud, but I’m not in the sky, I’m a sweet treat, that makes a smile appear. What am I, often found at a fair, or on top of a cake?
Answer: Cotton candy
Riddle: I’m a house for a snack, but not a real home, I’m crunchy and hold something creamy inside. What am I, a treat that’s often eaten with a glass of milk?
Answer: A cookie
Riddle: I’m a bunch of small circles that grow on a vine, sometimes green, sometimes red, sometimes used to make a sweet drink. What am I, a fruit that’s often enjoyed in the summer?
Answer: Grapes
Riddle: I have layers of paper, but I’m not a book. I’m often used to wrap sandwiches or to hold a burger. What am I, a useful item that often ends up in the trash?
Answer: A wrapper
Riddle: I’m a tall, green stalk, with kernels inside, often popped and enjoyed, what am I, often seen at the movies?
Answer: Corn on the cob
Riddle: I am a breakfast food, often found in a stack, with syrup and butter, there’s no turning back. What am I, a fluffy morning treat?
Answer: Pancakes
Riddle: I’m a small, round treat, often with a hole in my middle, I’m covered in sprinkles or glaze, and I’m a favorite with everyone. What am I?
Answer: A donut
Riddle: I am a cold treat, that’s often licked, I come in many flavors, a summertime pick. What am I, a frozen dessert on a stick?
Answer: A popsicle
Riddle: I’m a squishy food, that comes in a jar, often on a sandwich, or a peanut butter star, what am I, a spread of fruits, that can be sweet or sour?
Answer: Jelly
Sesame Street Riddles: Counting and Numbers
Ever wondered how many cookies Cookie Monster *really* eats? “Sesame Street Riddles: Counting and Numbers” is a fun way to find out! These playful riddles, starring your favorite furry friends, make learning about numbers and counting a giggle-filled adventure. It’s not just about math; it’s about solving puzzles with Elmo…

Riddle: I’m a number that’s often a pair, found on shoes and gloves, can you guess where?
Answer: Two
Riddle: I have no beginning, and no end in sight, yet I’m the shape of a wheel, what number am I?
Answer: Zero
Riddle: I’m a number that’s quite the crowd, a group of friends, laughing out loud, what number am I, when you count all of them, ready to play, with their energy and stem?
Answer: Three
Riddle: I’m a number that’s a perfect square, like a window you see, how many sides do I have, can you count with me?
Answer: Four
Riddle: I have fingers, but cannot hold, what number am I, a story to be told?
Answer: Five
Riddle: I’m a number that’s often a half dozen, like eggs in a carton, or a baker’s dozen, what number am I, ready to be made, into a breakfast feast, in a sunny glade?
Answer: Six
Riddle: I’m a number that’s a lucky charm, often found in rainbows, safe from harm, what number am I, with all my colorful grace, in a spectrum of beauty, I find my place?
Answer: Seven
Riddle: I’m a number that looks like two circles, one on top, one below, what number am I, can you figure it out, do you know?
Answer: Eight
Riddle: I’m one less than ten, a number that’s so fine, I follow eight, in a numerical line.
Answer: Nine
Riddle: I’m a number that’s a perfect start, the first to count, in every heart, what am I, a beginning of a number’s decree, a foundation for all, for you and for me?
Answer: One
Riddle: I’m a number that’s a baker’s dozen, plus one more you see, what number am I, can you count with me?
Answer: Thirteen
Riddle: I’m a number that represents a week, how many days do I hold, can you speak?
Answer: Seven
Riddle: I’m a score on a test, if you got everything right, what number am I, if you did your very best, with all your might?
Answer: One hundred
Riddle: I’m a number that’s often a crowd, more than a few, but not quite a score, what number am I, where more often is found, a group of friends you always adore?
Answer: Many
Riddle: If you have one, and add one more, what number will you have, can you explore?
Answer: Two
Sesame Street Riddles: Rhyming and Wordplay
Get ready to giggle with Sesame Street riddles! “Rhyming and Wordplay” brings all the fun of Elmo, Cookie Monster, and friends to a new level. These aren’t just any riddles; they’re silly, word-twisting puzzles perfect for little ones learning about sounds and language. It’s a playful way to boost thinking…

Riddle: I have a fuzzy face and love to count, I live on Sesame Street, what am I about?
Answer: I am a friend who loves to count, a fuzzy monster, that’s what I’m about!
Riddle: I’m a big yellow bird, who loves to learn and play, with a best friend who lives in a trash can, who am I, can you say?
Answer: I am Big Bird, with a best friend named Oscar, we learn together each day, near and far!
Riddle: I’m blue and I’m furry, and love to eat cookies, my appetite is famous, who am I, you rookies?
Answer: I am Cookie Monster, with a craving so grand, for cookies of all shapes, throughout the land!
Riddle: I live in a trash can, and I’m always a grouch, my best friend is a worm, and my words are a pouch of complaints. Who am I?
Answer: I am Oscar the Grouch, with a trash can for a home, and a worm by my side, where I’m always free to roam!
Riddle: I have a big red nose and a laugh that’s so grand, always ready for a hug, on Sesame Street’s land. Who am I?
Answer: I am Elmo, a friend to all, with a giggle so bright, and a heart that will never fall!
Riddle: I teach you about letters, with a voice that’s so clear, my name begins with a big B, who am I, can you hear?
Answer: I am Bert, who loves pigeons and letters, a friend to Ernie, through all kinds of weather!
Riddle: I’m a furry friend who’s always a bit silly, my best pal is a rubber ducky, who am I, willy-nilly?
Answer: I am Ernie, with my rubber ducky, always making friends, no matter how quirky!
Riddle: I’m a vampire who loves to count, my numbers are always correct, no matter the amount. Who am I?
Answer: I am Count von Count, always counting with glee, numbers are my passion, for all to see!
Riddle: I’m a friendly monster, who loves to learn and grow, my fur is green, my heart is kind, what am I, can you show?
Answer: I am Grover, a monster so sweet, always eager to help, on Sesame Street!
Riddle: I’m a purple monster, who’s always trying his best, but his plans often fail, putting his patience to the test. Who am I?
Answer: I am Telly, a monster who tries so hard, even when things go wrong, I never discard!
Riddle: I am a word that means “hello” in Spanish, and I’m a friend on Sesame Street, what am I, can you vanish?
Answer: I am “Hola,” a word of greeting, a friend to all, always meeting!
Riddle: I’m a furry friend, with a love for the arts, I can paint and draw and sing, where does my passion start?
Answer: I am Abby Cadabby, a fairy so bright, with a love for all things creative, taking flight!
Riddle: I’m a word that means “to go away” in Spanish, a phrase that’s often said, when the day is done, what am I, can you play?
Answer: I am “Adios,” a word of farewell, a way to say goodbye, and stories to tell!
Riddle: I love to play games and solve every puzzle, my mind is always thinking, what am I, in this hustle?
Answer: I am Zoe, a friend who’s so clever, always ready for a challenge, whenever!
Riddle: I’m a number that comes after seven, a symbol of infinity, what am I, sent from heaven?
Answer: I am the number eight, a symbol of endless grace, a number that follows seven, in this numerical space!
Sesame Street Riddles: Colors and Shapes
Ever wondered why Elmo loves red so much? Or what shape Cookie Monster’s cookies really are? “Sesame Street Riddles: Colors and Shapes” dives into these fun questions! It’s packed with playful puzzles that make learning colors and shapes an adventure, just like a walk down Sesame Street. Kids will love…

Riddle: I’m a friend to Elmo, and a color so bright, like sunshine on a summer day, what am I, shining with all my light?
Answer: Yellow
Riddle: I’m a shape that goes round and round, like a ball that bounces on the ground, what am I, with no corners to be found?
Answer: A circle
Riddle: I’m the color of Oscar’s fur, and a frog’s favorite treat, what am I, a shade that’s often found, in nature, can you meet?
Answer: Green
Riddle: I have three sides, and angles to see, sometimes I’m tall, sometimes I’m knee-high, what am I, a shape with geometry?
Answer: A triangle
Riddle: I’m the color of Cookie Monster’s favorite treat, and a monster’s fur, what am I, oh so yummy and oh so sweet?
Answer: Blue
Riddle: I have four sides, all the same, like a window or a picture frame. What am I, a shape that’s often square?
Answer: A square
Riddle: I’m a color of fire, and Elmo’s best friend’s nose, what am I, a shade that’s bold, wherever it goes?
Answer: Red
Riddle: I have four sides, two long and two short, what am I, a shape that’s like a door, or a tall fort?
Answer: A rectangle
Riddle: I’m the color of Big Bird’s feathers, a shade so bright and grand, what am I, a hue that’s known, throughout the land?
Answer: Yellow
Riddle: I’m a shape that’s like a squeezed circle, or a stretched-out sphere, what am I, where symmetry is always clear?
Answer: An oval
Riddle: I’m a color of royalty, and grapes on the vine, what am I, a shade so rich, a color that’s divine?
Answer: Purple
Riddle: I have five points, that shine so bright, like a star in the sky, what am I, a shape that’s always a delight?
Answer: A star
Riddle: I’m the color of the sky on a sunny day, and a friendly monster who has big blue eyes, what am I, a shade that’s often light, underneath the sun’s warm skies?
Answer: Light Blue
Riddle: I have eight sides, and angles so keen, a shape that’s unique, what am I, have you ever seen?
Answer: An octagon
Riddle: I’m a mix of red and blue, and a color so grand, what am I, a shade that’s often found, in a sunset across the land?
Answer: Purple
Sesame Street Riddles: Actions and Activities
Ready for a giggle? “Sesame Street Riddles: Actions and Activities” is a fun twist on classic riddles. Instead of just things, you’ll be guessing what Elmo’s doing! Is he jumping? Dancing? Maybe even pretending to be a monster? It’s a great way to get little ones thinking and moving along…

Riddle: I have a furry face and love to count, but when I get excited, I can’t help but shout! What am I doing?
Answer: Counting quickly and excitedly
Riddle: I swing and I climb, from tree to tree so high, but when the wind picks up, I might just cry! What am I doing?
Answer: Playing on a jungle gym
Riddle: I hold a book, but don’t read a word, I point to pictures, a story to be heard. What am I doing?
Answer: Reading aloud to someone
Riddle: I have a long trunk, but cannot carry a thing, I sometimes splash, and sometimes swing. What am I doing?
Answer: Playing in a water sprinkler
Riddle: With a brush and a canvas, I mix colors with glee, creating a world, for all to see. What am I doing?
Answer: Painting a picture
Riddle: I have a cape and a mask, but no super powers to claim, I run and I jump, it’s all part of my game. What am I doing?
Answer: Pretending to be a superhero
Riddle: I have a drum and a stick, I tap and I beat, creating a rhythm, for dancing feet. What am I doing?
Answer: Playing a drum
Riddle: I have a ball, but no hands to hold, I bounce and I dribble, a story to be told. What am I doing?
Answer: Playing with a bouncy ball
Riddle: I have a horn, but I make no sound, I gather my friends, all around. What am I doing?
Answer: Playing a game of follow the leader
Riddle: I dig and I clear, with a scoop that is grand, making a path, across the land. What am I doing?
Answer: Playing with a toy bulldozer
Riddle: I have a crayon, but not a coloring book, I draw on the wall, with a mischievous look. What am I doing?
Answer: Drawing on the wall (being a bit naughty!)
Riddle: I have a blanket and a pillow, but I’m not going to bed, I’m building a fortress, inside my head. What am I doing?
Answer: Building a fort
Riddle: I have a stethoscope, and a smile so bright, checking up on friends, making everything all right. What am I doing?
Answer: Pretending to be a doctor
Riddle: I have a net and a bucket, a love for the sea, catching wiggly creatures, is always fun for me. What am I doing?
Answer: Catching jellyfish
Riddle: I have a pup-tag and a rope, when someone is in need, I climb and I rescue, with skill and with speed. What am I doing?
Answer: Rescuing someone in need