100 Hard Riddles (With Answers) – Really Hardest to Solve

Get ready to exercise your brain like never before and embark on a journey of mental twists and turns. Whether you’re a seasoned riddle enthusiast or a casual puzzle fan, each riddle is uniquely designed to challenge your intellectual limits, providing both entertainment and brain workout.

Hardest riddles and trickiest mind teasers can push the boundaries of ordinary thinking. They are requiring a combination of logic, creativity, and a touch of imagination to unlock their secrets. .

Whether you’re here to test yourself or to engage in friendly competition with others, these hard riddles promise an intellectual adventure like no other. So, sharpen your wits, open your mind, and stretch your cognitive abilities to their limits!

Prepare your mind for an extraordinary challenge with hard riddles. Do you have what it takes to solve them?

Table of Contents

Hardest Riddles Ever

Riddle: What is there one of in every corner and two of in every room?
Answer: The letter O.

Riddle: 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.

Riddle: Without a bridle or a saddle, across a thing I ride a-straddle. And those I ride, by help of me, though almost blind, are made to see. What am I?
Answer: Eyeglasses.

Riddle: What is stronger than steel but can’t handle the sun?
Answer: Ice.

Riddle: You measure my life in hours, and I serve you by expiring. I’m quick when I’m thin and slow when I’m fat. The wind is my enemy.
Answer: A candle.

Riddle: George, Helen, and Steve are drinking coffee. Bert, Karen, and Dave are drinking Pepsi. Following this pattern, is Elizabeth drinking coffee or soda?
Answer: Coffee, just like all the other names with two e’s.

Riddle: What is it that no one wants, but no one wants to lose?
Answer: A lawsuit.

Riddle: I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I?
Answer: Graphite (pencil lead).

Riddle: 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: I’m light as a feather, yet the strongest man can’t hold me for more than 5 minutes. What am I?
Answer: Breath.

Riddle: Forward I am heavy, but backward I am not. What am I?
Answer: The word “ton”.

Riddle: What has many keys but can’t open a single lock?
Answer: A piano.

Riddle: What has one eye but can’t see?
Answer: A needle.

Riddle: What English word has three consecutive double letters?
Answer: Bookkeeper.

Riddle: The more there is, the less you see. What am I?
Answer: Darkness.

Riddle: What is seen in the middle of March and April that can’t be seen at the beginning or end of either month?
Answer: The letter “R.”

Riddle: First, think of the color of the clouds. Next, think of the color of snow. Now, think of the color of a bright, full moon. Now, answer quickly: What do cows drink?
Answer: Water.

Riddle: How do eight eights add up to one thousand?
Answer: 888 + 88 + 8 + 8 + 8 = 1000.

Riddle: You see a boat filled with people. It has not sunk, but when you look again you don’t see a single person on the boat. Why?
Answer: All the people were married.

Riddle: If you have me, you want to share me. If you share me, you don’t have me. What am I?
Answer: A secret.

Riddle: I have many faces, expressions, and emotions, and I am usually right at your fingertips. What am I?
Answer: Emojis.

Riddle: What word in the English language does the following: the first two letters signify a male, the first three letters signify a female, the first four letters signify a great, while the entire world signifies a great woman. What is the word?
Answer: Heroine.

Riddle: I am something people love or hate. I change people’s appearances and thoughts. If a person takes care of themself, I will go up even higher. Some people might want to try and hide me, but I will show. No matter how hard people try, I will never go down. What am I?
Answer: Age.

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Riddle: I’m full of holes but strong as steel. What am I?
Answer: A chain.

Riddle: I have only two words but thousands of letters. What am I?
Answer: The post office.

Riddle: A barrel of water weighed 60 pounds. Someone put something in it and now it weighs 40 pounds. What did the person add?
Answer: A hole.

Riddle: A man who was outside in the rain without an umbrella or hat didn’t get a single hair on his head wet. Why?
Answer: He was bald.

Riddle: A woman shoots her husband, then holds him underwater for five minutes. Next, she hangs him. Right after, they enjoy a lovely dinner. Explain.
Answer: She took a picture of him and developed it in her darkroom.

Riddle: My thunder comes before the lightning. My lightning comes before the clouds. My rain dries all the land it touches. What am I?
Answer: A volcano.

Riddle: You are my brother, but I am not your brother. Who am I?
Answer: I am your sister.

Riddle: I come from a mine and get surrounded by wood always. Everyone uses me. What am I?
Answer: Pencil lead.

Riddle: If all Wibbles are Criggles, all Borkins are Kwumblins, no Hoggles are Borkins, and all Criggles are Borkins, is it true that all Borkins are Criggles?
Answer: Nope.

Riddle: A girl has as many brothers as sisters, but each brother has only half as many brothers as sisters. How many brothers and sisters are there in the family?
Answer: Four sisters and three brothers.

Riddle: What word has kst in the middle, in the beginning, and at the end?
Answer: Inkstand.

Riddle: What disappears as soon as you say its name?
Answer: Silence.

Riddle: You’re in a dark room with a candle, a wood stove, and a gas lamp. You only have one match, so what do you light first?
Answer: The match.

Riddle: What bird do you associate with lifting weight?
Answer: A crane.

Riddle: How can the number four be half of five?
Answer: IV, the Roman numeral for four, which is “half” (two letters) of the word five.

Riddle: What can travel all around the world while remaining stuck in a corner?
Answer: A stamp.

Riddle: Two men are in a desert. They both have backpacks on. One of the guys is dead. The guy who is alive has his backpack open and the guy who is dead has his backpack closed. What is in the dead man’s backpack?
Answer: A parachute.

Riddle: I have keys, but no locks and space, and no rooms. You can enter, but you can’t go outside. What am I?
Answer: A keyboard.

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Riddle: What walks on four feet in the morning, two in the afternoon, and three at night?
Answer: A man. The times of day represent a lifetime. He crawls as a baby, walks as an adult, and walks with a cane as an elder man.

Riddle: What gets wet while drying?
Answer: A towel.

Riddle: A woman was born in 1975 and died in 1975. At the age of her death, she was 22 years old. How is this possible?
Answer: 1975 refers to the hospital room number, not the year.

Riddle: One day, a magician was boasting about how long he could hold his breath underwater. His record was 6 minutes. A kid that was listening said, “that’s nothing, I can stay underwater for 10 minutes using no equipment or air pockets!” The magician told the kid if he could do that, he’d give him $10,000. The kid did it and won the money. How?
Answer: He filled a glass of water and held it above his head for 10 minutes.

Riddle: How many letters are in the alphabet?
Answer: There are 11 letters in the words “the alphabet”

Riddle: What can you hold in your right hand but never in your left?
Answer: Your left hand.

Riddle: What is it that given one, you’ll have either two or none?
Answer: A choice.

Riddle: A is the brother of B. B is the brother of C. C is the father of D. So how is D related to A?
Answer: A is D’s uncle.

Really Hard Riddles

Riddle: I have keys but no locks. I have space but no room. You can enter, but you can’t go outside. What am I?
Answer: A computer keyboard.

Riddle: I can be long or can be short, I can be black, white, brown, or purple. You can find me the world over and I am often the main feature. What am I?
Answer: Rice.

Riddle: What are the next three letters in this combination? OTTFFSS
Answer: E N T (Each letter represents the first letter in the written numbers: One, Two, Three, Four, Five, etc.).

Riddle: It’s best to put this coat on wet.
Answer: A coat of paint.

Riddle: This belongs to you, but everyone else uses it.
Answer: Your name.

Riddle: What has four fingers and a thumb but isn’t alive?
Answer: A glove.

Riddle: Nobody has ever walked this way. Which way is it?
Answer: The Milky Way.

Riddle: How is seven different from the rest of the numbers between one and ten?
Answer: Seven has two syllables and the other numbers only have one syllable.

Riddle: It can’t be touched and can’t be felt. It can’t be seen, or heard, or smelt. It lies behind stars and under hills, and any empty holes it fills. It comes early and follows after, ends life, and kills laughter. What is it?
Answer: Darkness.

Riddle: First you eat me, then you get eaten. What am I?
Answer: A fishhook.

Riddle: A butcher stands six feet and one inch tall and wears size 12 shoes. What does he weigh?
Answer: Meat.

Riddle: What grows up while growing down?
Answer: A goose or duck.

Riddle: What comes once in a minute, twice in a moment, but never in a thousand years?
Answer: The letter “M.”

Riddle: How much dirt is in a hole that measures four feet by four feet by five feet?
Answer: None.

Riddle: A man runs away from home. He turns left but keeps running. After some time, he turns left again and keeps running. He later turns left once more and runs back home. Who was the man in the mask?
Answer: A baseball player running the bases.

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Riddle: Which word in the dictionary is always spelled incorrectly?
Answer: “Incorrectly.”

Riddle: Sometimes narrow, sometimes wide, wind or rain, I stay outside. Even if there’s heat or snow, from house to house I will still go. What am I?
Answer: A path.

Riddle: I have three feet, but I can’t stand without leaning. I have no arms to hold me up. What am I?
Answer: A yardstick.

Riddle: How can you physically stand behind your father while he is standing behind you?
Answer: You are standing back-to-back with your father.

Riddle: What can go through glass without breaking it?
Answer: Light.

Riddle: What is able to go up a chimney when down but unable to go down a chimney when up?
Answer: An umbrella.

Riddle: Who spends the day at the window, goes to the table for meals, and hides at night?
Answer: A fly.

Riddle: It’s shorter than the rest, but when you’re satisfied, you bring it up. What is it?
Answer: Your thumb.

Riddle: Three different doctors said that Paul is their brother yet Paul claims he has no brothers. Who is lying?
Answer: No one is lying because the three doctors are Paul’s sisters.

Riddle: What has ten letters and starts with gas?
Answer: An automobile.

Riddle: What connects two people, but touches only one?
Answer: A wedding ring.

Riddle: Who has a neck and no head, two arms and no hands?
Answer: A shirt.

Riddle: They can be harbored, but few hold water. You can nurse them, but only by holding them against someone else. You can carry them, but not with your arms. You can bury them, but not in the earth.
Answer: Grudges.

Riddle: What English word retains the same pronunciation, even after you take away four of its five letters?
Answer: “Queue.”

Riddle: What gets bigger the more you take away?
Answer: A hole.

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Riddle: With pointed fangs, I sit and wait; with piercing force, I crunch out fate; grabbing victims, proclaiming might; physically joining with a single bite. What am I?
Answer: A stapler.

Riddle: How can you drop a raw egg onto a concrete floor without cracking it?
Answer: Concrete floors are very hard to crack.

Riddle: I only lie down once in my life—when I die. What am I?
Answer: A tree.

Riddle: Two fathers and two sons are in a car, yet there are only three people in the car. How?
Answer: They are a grandfather, father, and son.

Riddle: Who can finish a book without finishing a sentence?
Answer: A prisoner.

Riddle: What ancient invention allows people to see through walls?
Answer: Windows.

Riddle: I belong in the month of December, but not in any other month. I am not a holiday. What am I?
Answer: The letter “D.”

Riddle: One knight, a ninja, and a pirate were on a ship. The ship began to sink. The ninja and the pirate jumped into a lifeboat before the ship went underwater. Who died?
Answer: The knight.

Riddle: One of these words does not belong: Brawl, Carrot, Change, Clover, Proper, Sacred, Stone, Seventy, Swing, Travel.
Answer: Carrot. It’s the only word that does not become another word when you remove the first and last letters.

Riddle: What has ten letters and starts with gas?
Answer: Automobile.

Riddle: White bird, featherless. Flying out of paradise. Flying over sea and land. Dying in my hand. What is it?
Answer: A snowflake.

Riddle: A man drove from New York City to Los Angeles in four days. At the end of his trip, he discovered that one of his tires had been punctured. How was he able to make the drive?
Answer: It was his spare tire.

Riddle: I’m everywhere and a part of everyone. I am at the end of space and time and existence itself. What am I?
Answer: The letter “E.”

Riddles are a fun and challenging way to test one’s problem-solving and critical thinking skills. These riddles can be great brain teasers for gatherings, classrooms, or just to challenge a friend. Enjoy solving these puzzles!