Last updated:

Medium Riddles to Solve

You've found your way to the finale of the top riddles trilogy.  You started off with the our 100 best riddles, proceed to the next 100 good riddles, and you have finally reached the next 100 medium riddles! Pride yourself on your accomplishments and enjoy these medium riddles and mysterious conundrums! 

Riddle: What kind of candy would a prisoner want before he is executed?
Answer: A Life Saver.
Riddle: Why didn't the monster eat the crazy person?
Answer: He was allergic to nuts.
Riddle: There is a common English word that is nine letters long. Each time you remove a letter from it, it still remains an English word - from nine letters right down to a single letter. What is the original word, and what are the words that it becomes after removing one letter at a time?
Answer: The base word is Startling - starting - staring - string - sting - sing - sin - in - I
Medium Riddles
Riddle: Why did they let the Turkey join the Thanksgiving band?
Answer: Because he had the drumsticks.
Riddle: There is a clothing store in Bartlesville. The owner has devised his own method of pricing items. A vest costs $20, socks cost $25, a tie costs $15 and a blouse costs $30. Using the method, how much would a pair of underwear cost?
Answer: $45. The pricing method consists of charging $5 for each letter required to spell the item.
Medium Riddles
Riddle: Tool of thief, toy of queen. Always used to be unseen. Sign of joy, sign of sorrow. Giving all likeness borrowed. What am I?
Answer: A mask.
Riddle: A very pretty thing am I, fluttering in the pale-blue sky. Delicate, fragile on the wing, indeed I am a pretty thing. What am I?
Answer: I am a Butterfly.
Medium Riddles
Riddle: What can go up and come down without moving?
Answer: The temperature.
Riddle: A magician was boasting one day 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 type of 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. Can you figure out how?
Answer: The kid filled a glass of water and held it over his head for 10 minutes.
Riddle: When is music like vegetables?
Answer: When there are two beats (beets) to the measure.
Riddle: Can a man legally marry his widow's sister in the state of California?
Answer: NO since she is a 'widow', the guy's dead!
Riddle: Little Tommy Tittletat took two Ts, to tie two ups to two tall trees, to torment the terrible little tat. How many T's in all of that?
Answer: There are 2 T's in all of That.
Riddle: I never was, am always to be, No one ever saw me, nor ever will, And yet I am the confidence of all to live and breathe on this terrestrial ball. What am I?
Answer: Tomorrow.
Riddle: What has holes but still holds water?
Answer: A Sponge.
Riddle: What is shaped like a box, has no feet, and runs up and down?
Answer: An Elevator.
Riddle: The rungs of a 10-foot ladder attached to a ship are 1 foot apart. If the water is rising at the rate of one foot an hour, how long will it take until the water covers the ladder?
Answer: It will never cover the ladder because as the water rises, so will the floating ship.
Riddle: What do you call a bear with no teeth?
Answer: A gummy Bear.
Riddle: How did the pancake hurt itself?
Answer: Doing backflips.
Riddle: What starts with a T, ends with a T and has T in it?
Answer: A teapot.
Riddle: A man was found murdered on Sunday morning. His wife immediately called the police. The police questioned the wife and staff and got their alibi. The Wife said she was sleeping. The Cook was cooking breakfast. The Gardener was picking vegetables. The Maid was getting the mail. The Butler was cleaning the closet. The police instantly arrested the murderer. Who did it and how did they know?
Answer: It was the Maid. She said she was getting the mail. There is no mail on Sunday!

If you are beyond the easy riddles,  but not ready for the hard riddles, check out our riddles for kids to prep for the riddles master class.