Tricky riddles with answers can be quite fun and challenging at the same time. They can also be frustrating if you can’t seem to figure out the answer.
However, with a little bit of thought and some creative thinking, you should be able to solve most tricky riddles.
If you’re stuck, don’t give up, keep thinking and you’ll eventually find the answer. If you love riddles, see also our riddles sections for more brain teasers.
Short Tricky Riddles with Answers
Riddle: A weighty currency.
Riddle: Which bet can never be won?
Riddle: What number is the letter N?
Answer: Number 14
Riddle: Where Do Fish Keep Their Money?
Answer: A Riverbank
Riddle: What type of cheese is made backward?
Riddle: A Caribbean shape that makes ships disappear.
Riddle: Which fruit is a tree on a fruit?
Riddle: Where does today come before yesterday?
Answer: In the dictionary
Riddle: What type of dress can never be worn?
Riddle: What bird do you associate with lifting weight?
Answer: A crane
Riddle: What can never be put in a saucepan?
Answer: It’s lid
Riddle: What goes through cities and fields, but never moves?
Answer: A road
Riddle: When is a door no longer a door?
Answer: When it’s ajar
Riddle: I am higher without a head. What am I?
Answer: A pillow
Riddle: What building has the most stories?
Answer: The answer is a library
Riddle: I hide but my head is outside. What am I?
Answer: A nail
Riddle: What two things can you never have for breakfast?
Answer: Lunch and dinner
Riddle: A defendant will go free if a reasonable amount of this exists.
Riddle: Nobody has ever walked this way. Which way is it?
Answer: The Milky Way
Riddle: What breaks yet never falls, and what falls yet never breaks?
Answer: Day and night
Riddle: What is it that, given one, you’ll have either two or none?
Answer: A choice
Riddle: How far can you walk into the forest?
Answer: Halfway. After that, you’re walking out
Riddle: What word has KST in the middle, in the beginning, and at the end?
Riddle: What is the capital in France?
Answer: The letter F is the only capital letter in France
Riddle: Who is that with a neck and no head, two arms and no hands?
Answer: A shirt
Riddle: If your uncle’s sister is not your aunt, what relation is she to you?
Answer: Your mother
Riddle: I can be written, I can be spoken, I can be exposed, I can be broken.
Riddle: An electric train is headed east. Where does the smoke go?
Answer: Electric trains don’t produce any smoke!
Riddle: When young, I am sweet in the sun. When old, I am valued more than ever.
Riddle: You are my brother, but I am not your brother. Who am I?
Answer: I am your sister
Riddle: What is there one of in every corner and two of in every room?
Answer: The letter O
Riddle: Who is it that rows quickly with four oars but never comes out under his own roof?
Riddle: Spelled forward I’m what you do every day, spelled backward I’m something you hate. What am I?
Riddle: Before Mt. Everest was discovered, what was the tallest mountain peak in the world?
Answer: It was still Mt. Everest
Riddle: When I’m used, I’m useless. Once offered, soon rejected. In desperation, I’m often expressed. What am I?
Answer: An excuse
Riddle: I have lakes with no water, mountains with no stone, and cities with no buildings. What am I?
Answer: A map
Riddle: A dog crosses the river without getting wet, and without using a bridge or boat. How?
Answer: The river was frozen
Riddle: Until I am measured, I am not known. Yet how you miss me when I have flown. What am I?
Riddle: What letter is in every odd number?
Answer: Every single odd number has the letter “e” in it when you spell those numbers
Tricky Riddles with Answers For Adults
Riddle: Different lights make me strange, thus into different sizes I will change. What am I
Answer: I am the pupil of an eye
Riddle: I speak without a mouth and hear without ears. I’m invisible, but you can call for me. What am I?
Answer: An echo
Riddle: It’s shorter than the rest, but when you’re happy, you raise it up like it’s the best. What is it?
Answer: A thumb
Riddle: How can the number four be half of five?
Answer: IV, the Roman numeral for four, is half (two letters) of the word five
Riddle: Two in a corner, one in a room, zero in a house, but one in a shelter. What am I?
Answer: The letter “R”
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: 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: You will always find me in the past. I can be created in the present, But the future can never taint me. What am I?
Riddle: Which of the following words don’t belong in the group and why? CORSET, COSTER, SECTOR, ESCORT, COURTS.
Answer: Courts. All of the others are anagrams of each other
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: George, Helen, and Steve are drinking coffee. Bert, Karen, and Dave are drinking soda. Using logic, is Elizabeth drinking coffee or soda?
Answer: Elizabeth is drinking coffee. The letter E appears twice in her name, as it does in the names of the others that are drinking coffee
Riddle: If a red house is made of red bricks, and a yellow house is made of yellow bricks, what is a greenhouse made of?
Answer: All greenhouses are made of glass
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?
Riddle: A man looks at a painting in a museum and says, “Brothers and sisters, I have none, but that man’s father is my father’s son.” Who is in the painting?
Answer: The man’s son
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?
Riddle: It can’t be seen, can’t be felt, can’t be heard, and can’t be smelled. It lies behind stars and under hills, and empty holes it fills. It comes first and follows after, ends life, and kills laughter. What is it?
Answer: The dark
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: Three little letters, a paradox to some. The worse that it is, the better it becomes.
Answer: pun. Dictionary – a joke exploiting the different possible meanings of a word or the fact that there are words which sound alike but have different meanings.
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: I am something people love or hate. I change people’s appearances and thoughts. If a person takes care of themselves, 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?
Riddle: Three playing cards in a row. Can you name them with these clues? There is a two to the right of a king. A diamond will be found to the left of a spade. An ace is to the left of a heart. A heart is to the left of a spade. Now, identify all three cards.
Answer: Ace of diamonds, king of hearts, two of spades
Tricky Riddles with Answers for Kids
Riddle: I am a fruit, I am a bird and I am also a person. What am I?
Riddle: I fly around all day but never go anywhere. What am I?
Answer: A flag
Riddle: What comes down but never goes up?
Riddle: I have a hundred limbs, but I can’t walk. What am I?
Answer: A tree
Riddle: I have wings and I’m able to fly. I’m not a bird but I soar high in the sky. What am I?
Answer: An airplane
Riddle: I am a three digit number. My tens digit is five more than my ones digit. My hundreds digit is eight less than my tens digit. What number am I?
Answer: Number 194
Riddle: Seven brothers were born two years apart. The youngest brother is seven. How old is the oldest brother?
Answer: He is 19
Riddle: If 4 people can repair 4 bicycles in 4 hours, how many bicycles can 8 people repair in 8 hours?
Answer: 16 bicycles
Riddle: A farmer has 17 sheep and all but 9 escape. How many are left?
Riddle: What is always late and never present now?
Riddle: How can a pocket have something in it if there is nothing in it?
Answer: It can have a hole
Riddle: What letters are easily found in every single day of the week?
Riddle: If there are three oranges and you take away two, how many will you have?
Answer: Two. Explanation: You took two
Riddle: We are two brothers on opposite sides of the road, but we never see each other. Who are we?
Riddle: Two fathers and two sons are in a car, yet there are only three people in the car. How is this possible?
Answer: They are grandfather, father and son
Riddle: Peter owns a pet store. He puts one canary per cage, but has one bird too many. If he puts two canaries in each cage, he has one cage too many. How many cages and canaries does he have?
Answer: Peter has 3 cages and 4 canaries.
Riddle: Which part of the day do you break each day?
Riddle: What has to be broken before it can be used?
Answer: An egg
Riddle: It loses its head in the morning but gets it back at night. What is it?
Answer: A pillow
Riddle: You can you serve me, but never eat me. What am i?
Answer: A tennis ball