36 Best Riddles for Kids and Adults (With Answers)

Posted on March, 2022


Best Challenging Riddles

Riddles are a brilliant way to help children develop their critical thinking skills and creativity. So here are the best challenging riddles for children and adults.

Our students absolutely love riddles so we’ve compiled some of our favourite riddles here for you!

Riddles 1 – 10

Umbrella Riddle

A man was outside in the rain without an umbrella or hat. He didn’t get a single hair on his hair wet.

(Answer: He’s bald!)

Riddle change raise

People make me, save me, change me and raise me. What am I?

(Answer: Money)

Riddle up down

What goes up and down without moving?

(Answer: Stairs)

Riddle losing

What is it that no one wants, but no one wants to lose?

(Answer: A lawsuit)

short riddle

Which word gets shorter when you add two letters to it?

(Answer: Short. The word short literally becomes ‘shorter’ when you add two letters!)


riddles runs


What runs but never gets tired?

(Answer: A river. Another answer to this riddle could be a tap or water faucet.)


Riddle glass


What breaks yet never falls, and what falls yet never breaks?

(Answer: Day and night)


riddle maths 4 5

How can the number 4 be half of 5? Think outside of the box for this riddle!

(Answer: ‘IV’ in Roman numerals is 4. ‘V’ in Roman numerals is 5. The Roman numeral for 5 uses half of the characters of the Roman numeral for 4.)


riddles short happy best

It’s shorter than the rest, but when you’re happy, you raise it like it’s the best? A tough riddle but when you get the answer… (Answer: Your thumb! ?)

riddle change month
No matter how little or how much you use me, you change me every month. What am I? There are a few funny answers to this riddle!

(Answer: Calendar. The funny answers include your clothes, your towel, and your other half! ?)

Riddles 11-20


Riddle 7

How is seven different from the rest of the numbers between one and ten?

(Answer: seven is a two-syllable word whereas the other numbers between one and ten are only one-syllable words.)


Riddle broken touched

What can be broken without being touched?

(Answer: A promise. Other answers to this riddle include silence and trust)


Riddle hole dirt

How much dirt is in a hole that’s two feet by three feet by two feet?

(Answer: None. A hole doesn’t have any dirt in it! A rare trick riddle)


Riddle E

What begins with an ‘e’, ends with an ‘e’, and contains only one letter? (A relatively difficult riddle, but a very clever riddle nonetheless!)

(Answer: An envelope. The word ‘envelope’ begins with an ‘e’, ends with an ‘e’ and a physical envelope contains only one letter!)


Riddle mountains cities fish

I have cities, but no houses. I have mountains, but no trees. I have water, but no fish. What am I?

(Answer: A map)


riddle tuesday

A classic riddle. A man rode into town on Tuesday and left two days later on Tuesday. How?

(Answer: The horse was called Tuesday)


Ridde makes buys uses feels

The person who makes it has no need for it; the person who buys it has no use for it. The person who uses it can neither see nor feel it. What is it? This is a toughie but a goodie and one of the best riddles we have come across!

(Answer: A coffin)


Riddle two one

I make two out of one. What am I? This is a short riddle that will take you a long time to work out!

(Answer: A mirror)


riddle T tea

What starts with a T, ends with a T, and has T in it?

(Answer: A teapot)


riddle talk reply

What can’t talk, but will reply when spoken to?

(Answer: An echo)

Riddles 21 – 30


Riddle today yesterday

Where is the only place in the world where today comes before yesterday?

(Answer: The dictionary)


riddle Cities towns

What goes through cities and towns, but never moves?

(Answer: Roads or train tracks)


Riddle room space

What can fill up a room, but takes up no space.

(Answer: Light. Noise and air are also possible answers)


Riddle disappears second

What disappears the second you talk about it?

(Answer: Silence)


Riddle hold touching hands

What can you hold without ever touching or using your hand?

(Answer: Your breath. You could also hold a promise, a secret, a note, your emotions, a conversation. Ok, so as it happens you can hold many things without using your hands ?.)


Riddle non-existent weekdays

Saturday and Sunday, I am big. Tuesday to Thursday I am small. Monday and Friday, I am non-existent. What am I?

(Answer: The letter S)


riddles bigger taken

What gets bigger when more is taken away?

(Answer: A hole)


Riddles chimney

What can go up a chimney down, but can’t go down a chimney up?

(Answer: An umbrella. It can go up a chimney when it is down, but it can’t go down a chimney when it is up!)


Riddles up down never

What goes up but never comes down?

(Answer: Your age)


Riddles faces eyes

What has 6 faces and 21 eyes but cannot see?

(Answer: A die)

Riddles 31 – 36


Riddle rabbit woods

How far can a rabbit run into the woods? This is a clever riddle!

(Answer: A rabbit can run halfway into the woods. Once it is halfway, it is technically running out of the woods)


Riddle tastes smells

What tastes better than it smells. This is kind of a silly riddle.

(Answer: Your tongue. It can literally taste things better than I can smell things!)



What has one eye but cannot see?

(Answer: A needle)


Riddle teeth bite

What has many teeth but cannot bite?

(Answer: A comb)


riddle belongs you

What belongs to you, but is used more by other people? (there are a few answers to this riddle but there is one, in particular, we are looking for!

(Answer: Your name)


riddle travels world corner

What travels around the world but stays in a corner. This is personally my favourite riddle and one of the best riddles out there!

(Answer: A stamp)


Want a free consultation?