Riddles are a fun and engaging way to challenge the mind, spark curiosity, and entertain friends.
High school students, in particular, enjoy solving riddles that test their logic, wit, and problem-solving skills.
Whether you’re looking for brain teasers to share in class, riddles to text your friends, or fun puzzles for a school event, this collection of 28+ high school riddles will keep everyone thinking and laughing.
This article provides a mix of easy, tricky, and clever riddles—perfect for students and teachers alike.
Plus, we’ll include 15 texting-friendly riddle examples that are optimized for readability and engagement.
Easy High School Riddles

Let’s start with some easy riddles to warm up your brain. These are perfect for beginners or those who want a quick challenge.
What has hands but can’t clap?
Answer: A clock.
I’m full of keys but can’t open any doors. What am I?
Answer: A piano.
What comes once in a minute, twice in a moment, but never in a thousand years?
Answer: The letter “M.”
What has a face and two hands but no arms or legs?
Answer: A clock.
What gets wetter the more it dries?
Answer: A towel.
Tricky High School Riddles
Now, let’s move on to riddles that require a little more thinking. These are designed to make you pause and analyze the clues carefully.
The more you take, the more you leave behind. What am I?
Answer: Footsteps.
I have cities, but no houses. I have mountains, but no trees. I have water, but no fish. What am I?
Answer: A map.
The person who makes it, sells it. The person who buys it never uses it. The person who uses it never knows they are using it. What is it?
Answer: A coffin.
I speak without a mouth and hear without ears. I have no body, but I come alive with wind. What am I?
Answer: An echo.
If two’s company, and three’s a crowd, what are four and five?
Answer: Nine.
Funny High School Riddles
Want to make your friends laugh? These riddles have a humorous twist!
Why did the student bring a ladder to school?
Answer: Because they heard the class was going to be high-level!
Why did the math book look sad?
Answer: Because it had too many problems.
What is always in front of you but can’t be seen?
Answer: The future.
What did one pencil say to the other pencil?
Answer: You’re looking sharp!
Why can’t your nose be 12 inches long?
Answer: Because then it would be a foot!
School-Themed Riddles
These riddles are perfect for students and teachers as they revolve around school life.
What has many letters but never writes a letter?
Answer: A mailbox.
What’s the smartest insect in school?
Answer: The spelling bee.
What subject in school is the fruitiest?
Answer: History, because it is full of dates!
Why did the student eat their homework?
Answer: Because the teacher said it was a piece of cake!
Why was the geometry book so adorable?
Answer: Because it had acute angles!
Difficult High School Riddles
These riddles will truly test your intelligence and creativity.
I can be cracked, made, told, and played. What am I?
Answer: A joke.
What is so fragile that saying its name breaks it?
Answer: Silence.
The more you remove from me, the bigger I get. What am I?
Answer: A hole.
If you drop me, I’m sure to crack. But give me a smile, and I’ll always smile back. What am I?
Answer: A mirror.
Forward, I’m heavy. Backward, I’m not. What am I?
Answer: The word “ton” (spelled backward, it becomes “not”).
High School Riddles
Here are some short and engaging riddles that you can easily send in a text message to challenge your friends.
- What has to be broken before you can use it? (An egg)
- What has one eye but can’t see? (A needle)
- What can travel around the world while staying in the same spot? (A stamp)
- I have 88 keys but can’t open a door. What am I? (A piano)
- What can you hold in your left hand but not in your right? (Your right hand)
- What comes down but never goes up? (Rain)
- What’s black and white and read all over? (A newspaper)
- What gets bigger the more you take away? (A hole)
- What has a neck but no head? (A bottle)
- What has four legs in the morning, two legs at noon, and three legs in the evening? (A human)
- I have keys but open no locks. What am I? (A keyboard)
- What has an endless supply of letters but starts empty? (A mailbox)
- What belongs to you but other people use it more? (Your name)
- I go up but never come down. What am I? (Your age)
- What is full of holes but still holds water? (A sponge)
Conclusion
High school riddles are a great way to entertain and challenge both students and teachers.
Whether you’re looking for easy riddles to warm up, tricky puzzles to stretch your mind, or funny riddles to make your friends laugh, this list has something for everyone.
Try sharing these riddles in class, with your friends, or in a group chat. Who knows? You might just stump someone with a clever trick question!