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Riddles with Answers: Tricky Riddles and Brain Teasers

Updated November 2026 · 21 free printables

Forty tricky riddles with answers for kids and families: letter riddles, sneaky questions and classic brain teasers that make everyone groan when the answer is revealed. Each answer is hidden behind "Show answer," so you can test the whole table before peeking.

Want them on paper? The printables below are riddle cards with the answer upside down at the bottom, plus math riddles whose answer keys sit on page 2. Cut out a set for car rides, the dinner table or a classroom brain break.

Animal Riddle Cards for KidsSchool Riddle Cards for KidsTricky Riddle Cards for KidsBrain Teaser Riddle Cards for Kids

40 Tricky Riddles with Answers

  1. What do you call a bear with no ears?

    Show answer

    A "b" (take the letters e-a-r out of bear).

  2. Which word is spelled wrong in every dictionary?

    Show answer

    The word "wrong."

  3. What comes once in a minute, twice in a moment, but never in a thousand years?

    Show answer

    The letter M.

  4. Mr. Blue lives in the blue house and Mr. Pink lives in the pink house. Who lives in the White House?

    Show answer

    The president.

  5. A rooster lays an egg on the very top of a barn roof. Which way does the egg roll?

    Show answer

    Neither way. Roosters don't lay eggs!

  6. Which five-letter word gets shorter when you add two letters to it?

    Show answer

    Short (add -er and you get shorter).

  7. What question can you never answer with "yes"?

    Show answer

    "Are you asleep?"

  8. A girl fell off a 20-foot ladder but didn't get hurt. How?

    Show answer

    She fell off the bottom step.

  9. It has a head like a cat, feet like a cat and a tail like a cat, but it isn't a cat. What is it?

    Show answer

    A kitten.

  10. What can you put in a bucket to make it lighter?

    Show answer

    A hole.

  11. What has three feet but cannot walk?

    Show answer

    A yardstick.

  12. What comes once in a year, twice in a week, but never in a day?

    Show answer

    The letter E.

  13. If two's company and three's a crowd, what are four and five?

    Show answer

    Nine.

  14. What do you get when you put a car and a pet together?

    Show answer

    A carpet.

  15. Peel off my skin and I won't cry, but you might. What am I?

    Show answer

    An onion.

  16. I am as light as a feather, but even the strongest person can't hold me for five minutes. What am I?

    Show answer

    Your breath.

  17. What kind of dog keeps the best time?

    Show answer

    A watchdog.

  18. What is the end of everything?

    Show answer

    The letter G.

  19. Johnny's mother had three children. The first was April and the second was May. What was the name of the third child?

    Show answer

    Johnny.

  20. What is orange and sounds like a parrot?

    Show answer

    A carrot.

  21. Which two keys can't open any door?

    Show answer

    A monkey and a donkey.

  22. If you have me, you want to share me. Once you share me, you don't have me anymore. What am I?

    Show answer

    A secret.

  23. I have keys but no locks, space but no room, and you can enter but not go inside. What am I?

    Show answer

    A computer keyboard.

  24. A man walked in the rain with no umbrella and no hat, yet not one hair on his head got wet. How?

    Show answer

    He was bald.

  25. What tastes better than it smells?

    Show answer

    Your tongue.

  26. What has 21 eyes but cannot see?

    Show answer

    A die (the dots on its six sides add up to 21).

  27. What can you find in the middle of Toronto?

    Show answer

    The letter O.

  28. What is the longest word in the dictionary?

    Show answer

    "Smiles," because there is a mile between its first and last letter.

  29. If an electric train is going south, which way does its smoke blow?

    Show answer

    There is no smoke. It's an electric train!

  30. How can a pocket be empty and still have something in it?

    Show answer

    It can have a hole in it.

  31. I am a word of three letters. Add two more and fewer there will be. What word am I?

    Show answer

    Few (add -er and you get fewer).

  32. Two fathers and two sons go fishing. Each one catches a fish, but they bring home only three fish. How?

    Show answer

    There are only three people: a grandfather, his son and his grandson.

  33. A cowboy rode into town on Friday, stayed three days and rode out on Friday. How?

    Show answer

    His horse's name was Friday.

  34. Which letter of the alphabet holds the most water?

    Show answer

    The C (sea).

  35. Why is the letter A like a flower?

    Show answer

    Because a B comes after it.

  36. You walk into a dark room with a match, a candle and a lamp. What do you light first?

    Show answer

    The match.

  37. What has four eyes but can't see?

    Show answer

    Mississippi (it has four i's).

  38. Which side of a cat has the most fur?

    Show answer

    The outside.

  39. What kind of nut has a hole in the middle?

    Show answer

    A doughnut.

  40. What can pass right through glass without breaking it?

    Show answer

    Light.

All 21 Riddles with Answers: Tricky Riddles and Brain Teasers, One by One

Here is a closer look at every page in this collection: what it practices, which grade it fits and a tip for each one. 18 of them belong to a smaller theme and are described there instead.

  1. Animal Riddle Cards for Kids worksheet

    1. Animal Riddle Cards for Kids

  2. Food Riddle Cards for Kids worksheet

    2. Food Riddle Cards for Kids

  3. School Riddle Cards for Kids worksheet

    3. School Riddle Cards for Kids

    Eight classroom riddle cards: a clock, a ruler, a paintbrush, a map, a xylophone and more. Cut out the 8 cards; each answer is printed upside down at the bottom, with a small picture, so kids can quiz a friend. A free color printable for 1st grade and up. First graders can read it on their own and ask for help only with the trickier words.

  4. Thanksgiving Riddle Cards for Kids worksheet

    4. Thanksgiving Riddle Cards for Kids

  5. Christmas Riddle Cards for Kids worksheet

    5. Christmas Riddle Cards for Kids

  6. Winter Riddle Cards for Kids worksheet

    6. Winter Riddle Cards for Kids

  7. Halloween Riddle Cards for Kids worksheet

    7. Halloween Riddle Cards for Kids

  8. Tricky Riddle Cards for Kids worksheet

    8. Tricky Riddle Cards for Kids

    Eight classic tricky riddles with a twist, like what has hands but can't clap. Cut out the 8 cards; each answer is printed upside down at the bottom, with a small picture, so kids can quiz a friend. A free color printable for 2nd grade and up. Second graders usually finish it in 10 to 15 minutes, reading the text twice before the questions.

  9. Brain Teaser Riddle Cards for Kids worksheet

    9. Brain Teaser Riddle Cards for Kids

    Eight harder brain teaser riddles about maps, sponges, stamps, pianos and more. Cut out the 8 cards; each answer is printed upside down at the bottom, with a small picture, so kids can quiz a friend. A free color printable for 3rd grade and up. It is aimed at third grade readers, around ages 8 to 9.

  10. Harder Thanksgiving Riddle Cards (Grade 3) worksheet

    10. Harder Thanksgiving Riddle Cards (Grade 3)

  11. Harder Christmas Riddle Cards (Grade 3) worksheet

    11. Harder Christmas Riddle Cards (Grade 3)

  12. Tricky Halloween Riddle Cards (Grade 2) worksheet

    12. Tricky Halloween Riddle Cards (Grade 2)

  13. Number Riddles: What Number Am I? (Grade 1) worksheet

    13. Number Riddles: What Number Am I? (Grade 1)

  14. Number Riddles: What Number Am I? (Grade 2) worksheet

    14. Number Riddles: What Number Am I? (Grade 2)

  15. Number Riddles: What Number Am I? (Grade 3) worksheet

    15. Number Riddles: What Number Am I? (Grade 3)

  16. Shape Riddles: What Shape Am I? (Grade 1) worksheet

    16. Shape Riddles: What Shape Am I? (Grade 1)

  17. Telling Time Riddles: What Time Is It? (Grade 2) worksheet

    17. Telling Time Riddles: What Time Is It? (Grade 2)

  18. Money Riddles: What Coins Do I Have? (Grade 2) worksheet

    18. Money Riddles: What Coins Do I Have? (Grade 2)

  19. Thanksgiving Math Riddles: What Number Am I? (Grade 2) worksheet

    19. Thanksgiving Math Riddles: What Number Am I? (Grade 2)

  20. Christmas Math Riddles: What Number Am I? (Grade 3) worksheet

    20. Christmas Math Riddles: What Number Am I? (Grade 3)

  21. Halloween Math Riddles: What Number Am I? (Grade 1) worksheet

    21. Halloween Math Riddles: What Number Am I? (Grade 1)

Tips for parents and teachers

Did you know?

Fun ways to use your printables

How to print

Click Download PDF and print at 100% on US Letter or A4 paper. Page 1 is the worksheet and page 2 is the answer key, so choose “page 1” in the print dialog if you only want the practice page. Every worksheet is free for home, homeschool and classroom use, so print as many copies as you need.

Frequently asked questions

What makes a riddle tricky?

Most tricky riddles use a word with two meanings (the eye of a needle, the hands of a clock) or make you picture the wrong thing first. The answer always fits every word of the question once you see the trick.

Do all riddles have only one answer?

A good riddle has one answer that fits best. We picked riddles with a single clear answer, and the math riddles were checked by computer so exactly one number, shape or set of coins fits all the clues.

What age are these riddles for?

Most are fine from about age 6 with a little help. Letter riddles and brain teasers like the ones about the letter M or the word "short" are best for 7 to 10 year olds.

How can I use the riddle cards?

Cut them apart, put them in a jar and pull one out each day. Kids can read the riddle to the family and check the upside-down answer themselves.