Are you a high school student looking to challenge your mind and have some fun at the same time?
You’ve come to the right place! Our collection of tricky riddles for high school students is designed just for you—perfect for stretching your brain, sparking creativity, and maybe even impressing your friends with your clever thinking.
If you enjoy solving puzzles during a study break or competing with classmates to see who can crack a riddle first.
These riddles are engaging, thought-provoking, and just the right level of challenge for your high school years. Let’s dive in and see how sharp your mind really is!
Let’s dive in!
Logic Based Tricky Riddles for High School Students
- 🤔 What comes once in a minute, twice in a moment, but never in a thousand years?
Answer: The letter “M”. - 🤯 I speak without a mouth and hear without ears. I have no body, but I come alive with the wind.
Answer: An echo. - 🧠 The more of this there is, the less you see. What is it?
Answer: Darkness. - 🕵️ What gets wetter as it dries?
Answer: A towel. - 🧮 I am always in front of you but can’t be seen. What am I?
Answer: The future. - 🔢 What has to be broken before you can use it?
Answer: An egg. - 💡 The more you take, the more you leave behind. What am I?
Answer: Footsteps. - 📏 What has many keys but can’t open a single lock?
Answer: A piano. - 📚 I’m tall when I’m young, and short when I’m old. What am I?
Answer: A candle. - 🔍 What can you catch but not throw?
Answer: A cold. - 🧩 What begins with T, ends with T, and has T in it?
Answer: A teapot. - 🔒 What has one eye but can’t see?
Answer: A needle. - 🧠 What runs but never walks, has a bed but never sleeps?
Answer: A river. - 🕰️ What can travel around the world while staying in a corner?
Answer: A stamp. - 💭 What’s full of holes but still holds water?
Answer: A sponge.
💬 Wordplay Tricky Riddles for High School Students
- 📝 What word is spelled wrong in every dictionary?
Answer: Wrong. - 📘 What starts with “e” and ends with “e” but only contains one letter?
Answer: An envelope. - 🔤 Forward I’m heavy, backward I’m not. What am I?
Answer: The word “ton”. - 🧩 What five-letter word becomes shorter when you add two letters to it?
Answer: Short. - 📖 I am a word of letters three, add two and fewer there will be.
Answer: Few. - 💬 What English word has three consecutive double letters?
Answer: Bookkeeper. - 🧠 What begins and ends with an E but only contains one letter?
Answer: Envelope. - 📘 What word of five letters has one left when two are removed?
Answer: Stone. - 🧮 What word has an extra letter in it?
Answer: Extra. - 🔡 Which word becomes plural when you remove an “s”?
Answer: Glass. - 📜 What word has five letters and sounds the same if you remove the last four?
Answer: Queue. - 🔤 What four-letter word can be written forward, backward, or upside down, and still reads the same?
Answer: Noon. - 💡 What has words but never speaks?
Answer: A book. - 🧠 What word describes a woman who always knows where her husband is?
Answer: A widow. - 🗣️ What can be said about everyone in the world but is never true for anyone?
Answer: Everyone lies.
Math Tricky Riddles for High School Students
- 🧮 If two’s company and three’s a crowd, what are four and five?
Answer: Nine. - 🧠 How can you make six less than zero?
Answer: Put it in front of a negative sign (-6). - 📏 Divide 30 by ½ and add 10. What do you get?
Answer: 70. - 🔢 I am an odd number. Take away one letter and I become even. What am I?
Answer: Seven. - 💭 What three numbers give the same result when multiplied and added together?
Answer: 1, 2, and 3. - 📊 If there are three apples and you take away two, how many do you have?
Answer: Two (you took them). - 🧮 What number do you get when you multiply all numbers on a phone keypad?
Answer: Zero. - 💡 Using only addition, how do you add eight 8s to get 1,000?
Answer: 888 + 88 + 8 + 8 + 8 = 1,000. - 🧠 What is always coming but never arrives?
Answer: Tomorrow. - 🔢 What two numbers, multiplied together, make the same as when added?
Answer: 2 and 2. - 📐 How many times can you subtract 10 from 100?
Answer: Once — after that, you’re subtracting from 90. - 📉 What two numbers make 10 when multiplied but 7 when added?
Answer: 5 and 2. - 💭 I’m a three-digit number. My tens digit is five more than my ones digit, and my hundreds digit is eight less than my tens. What number am I?
Answer: 194. - 🔢 If a dozen eggs cost $12, how many eggs can you buy for $1?
Answer: One egg. - 🧮 What has 4 legs in the morning, 2 legs at noon, and 3 in the evening?
Answer: A human (as a baby, adult, and elder with a cane).
Funny Tricky Riddles for High School Students
- 😂 Why did the math book look sad?
Answer: It had too many problems. - 🎒 Why did the student eat his homework?
Answer: The teacher said it was a piece of cake. - ✏️ Why can’t you trust atoms?
Answer: Because they make up everything. - 📘 Why did the computer go to the doctor?
Answer: It had a virus. - 📓 Why was the broom late to class?
Answer: It swept in. - 🧠 Why don’t scientists trust stairs?
Answer: They’re always up to something. - 💡 What did one wall say to the other?
Answer: I’ll meet you at the corner. - 🏫 What did zero say to eight?
Answer: Nice belt! - 🧩 What do you call a snowman with a six-pack?
Answer: An abdominal snowman. - 🕰️ What did the janitor say when he jumped out of the closet?
Answer: “Supplies!” - 🎓 What did the science book say to the math book?
Answer: “You’ve got problems.” - 😂 Why did the scarecrow win an award?
Answer: He was outstanding in his field. - 📏 Why did the student bring a ladder to school?
Answer: Because he was going to high school. - ✏️ What’s at the end of a pencil?
Answer: An eraser. - 💭 What’s something students always forget to bring?
Answer: Their memory.
School Themed Tricky Riddles for High School Students
- 🏫 What has a lot of words but never speaks?
Answer: A book. - ✏️ What’s always in school but never studies?
Answer: Desks. - 📚 What’s full of knowledge but hollow inside?
Answer: A library. - 🧮 What do you find in a geometry book that’s always right?
Answer: Angles. - 💡 What’s easy to get into but hard to get out of?
Answer: Trouble. - 📓 What building has the most stories?
Answer: The library. - 🖋️ What’s always at the end of a pencil?
Answer: An eraser. - 💡 What kind of tree can you carry in your hand?
Answer: A palm tree. - 📏 What’s a math teacher’s favorite place in New York?
Answer: Times Square. - 🧠 What’s the smartest tool in the classroom?
Answer: The protractor. - 📘 Why did the student bring a ladder to school?
Answer: Because they were going to high school. - 🕰️ What has hands but can’t clap?
Answer: A clock. - 💭 What’s something students always forget to bring to school?
Answer: Their memory. - 🧩 What runs around the playground but never moves?
Answer: The fence. - 📚 What kind of test has no questions?
Answer: A blood test.
🧠 Brain-Teasing Tricky Riddles for High School Students
- 🧩 What five-letter word becomes shorter when you add two letters?
Answer: Short. - 🔢 What goes up but never comes down?
Answer: Your age. - 💭 What has a face and hands but no arms or legs?
Answer: A clock. - 🧠 What can fill a room but takes no space?
Answer: Light. - 🔍 What has a head, a tail, but no body?
Answer: A coin. - 💡 What goes up when rain comes down?
Answer: An umbrella. - 🕰️ What kind of band never plays music?
Answer: A rubber band. - 🧩 What invention lets you see through walls?
Answer: A window. - 📏 What begins with an E but only has one letter?
Answer: Envelope. - 🧠 The more you take, the more you leave behind.
Answer: Footsteps. - 💭 What has a neck but no head?
Answer: A bottle. - 🔢 What can’t be used until it’s broken?
Answer: An egg. - 🧩 What’s light as a feather but no man can hold for long?
Answer: Breath. - 🕵️ What gets bigger the more you take away?
Answer: A hole. - 💡 What has four fingers and a thumb but isn’t alive?
Answer: A glove.
Group Tricky Riddles for High School Students
- 👥 What belongs to you but is used by others more?
Answer: Your name. - 🧩 What has a thumb and four fingers but is not alive?
Answer: A glove. - 🕰️ What goes up but never comes down?
Answer: Your age. - 💭 What has a neck but no head?
Answer: A bottle. - 🔢 What gets bigger the more you take away?
Answer: A hole. - 🧠 What can’t talk but will reply when spoken to?
Answer: An echo. - 💡 What runs all around the yard without moving?
Answer: A fence. - 🧮 What goes up when rain comes down?
Answer: An umbrella. - 🔍 What has one head, one foot, and four legs?
Answer: A bed. - 🧩 What comes down but never goes up?
Answer: Rain. - 💭 What gets sharper the more you use it?
Answer: Your brain. - 🕵️ What’s something you can catch but can’t throw?
Answer: A cold. - 🧠 What has a face but no eyes, mouth, or nose?
Answer: A clock. - 🔢 What gets used when broken?
Answer: An egg. - 💡 What begins and ends with the same letter but has only one letter inside?
Answer: Envelope.
Trick Questions for High School Students
- 🧠 What can be cracked, made, told, and played?
Answer: A joke. - 💭 What has keys but can’t open locks?
Answer: A piano. - 🕵️ What’s always running but never walks?
Answer: A river. - 💡 What has a bed but never sleeps?
Answer: A river. - 🧮 What gets wetter the more it dries?
Answer: A towel. - 📏 What’s full of holes but holds water?
Answer: A sponge. - 🔢 What has one eye but can’t see?
Answer: A needle. - 🧩 What begins with P, ends with E, and has thousands of letters?
Answer: Post office. - 💭 What’s as light as a feather but impossible to hold for long?
Answer: Breath. - 💡 What can you break without touching it?
Answer: A promise. - 🧠 What can you keep after giving it to someone?
Answer: Your word. - 🕵️ What can travel the world while staying in one corner?
Answer: A stamp. - 📚 What runs but never moves?
Answer: A clock. - 🧮 What can fill a room but takes up no space?
Answer: Light. - 🔍 What’s something everyone can catch but no one can throw?
Answer: A cold.
💭 Conclusion
These tricky riddles for high school students are a fun mix of logic, math, and clever wordplay that will challenge even the brightest minds.
If used in classrooms, quizzes, or friendly competitions, they spark laughter and learning at the same time.
Try sharing them with your classmates or using them in a riddle contest — and see who’s the real puzzle master!
