Medium difficulty riddles sit in the sweet spot: challenging enough to make you think, but not so hard that you give up. These require a bit more lateral thinking, wordplay awareness, or logical deduction than easy riddles. They are ideal for group problem-solving sessions, date nights, or whenever you want a satisfying mental challenge.
188 medium riddles

Your in a place called Bobby's world and there is only one Law. There is a mirror, but no reflection. There is pizza with cheese, but not sausage. There is pepp...

Name 10 Body Parts with 3 letters each (no profane words).

Do you say, "Nine and five is thirteen," or "Nine and five are thirteen" ?

You have two coins that add up to thirty cents and one is not a quarter. What are the 2 coins?

What would you father's only sister's sister-in-law be to you?

As I was going to St Ives I met a man with seven wives Each wife had seven sacks Each sack had seven cats Each cat had seven kits Kits, cats, sacks, wives How m...

There were two men walking around on a deserted island with no food or water. One of the men got so hungry that he killed and ate the other man. No one discover...

A man is in a maze, suddenly the power shuts off. He walks on and it gets colder and colder. He comes to a set of doors numbered 1, 2, 3 and 4. He walks through...
A man decides to buy a nice horse. He pays $600 for it and he is very content with this strong animal. After a year the value of the horse has increased to $700...

You are standing in front of a room with one light bulb inside of it. You cannot see if it is on or off. Outside the room there are 3 switches in the off positi...
A man went on a trip with a fox, a goose and a sack of corn. He came upon a stream which he had to cross and found a tiny boat to use to cross the stream. He co...

The world's tallest skyscraper took seven years to build. Each year the workmen were able to double its height. How many years did it take for the skyscraper to...

Finished files are the result of years of scientific study combined with the experience of years. How many F's are in the previous sentence?

Down below the shining moon Around the trees, a sacred gloom Running with the midnight sky Knowing that which makes you cry Night is full with my essence Eterna...

Jenna wrote all the numbers from 300 to 400 on a piece of paper. How many times did she write the digit 3?

I make you weak at the worst of all times. I keep you safe, I keep you fine. I make your hands sweat, and your heart grow cold, I visit the weak, but seldom the...

As a whole, I am both safe and secure. Behead me, and I become a place of meeting. Behead me again, and I am the partner of ready. Restore me, and I become the...

The ages of a father and son add up to 66. The father's age is the son's age reversed. How old could they be? (3 possible solutions).
You have a 5 gallon bucket, a 3 gallon bucket, and a hose to fill them up. You need to get 4 gallons. You have no means of measuring how many gallons are in eac...
There is a man lying dead in his office. He is all alone and the doors and windows are locked from the inside. There are no marks on him. There is no blood. The...

I have one, you have one. If you remove the first letter, a bit remains. If you remove the second, bit still remains. After much trying, you might be able to re...

The cost of making only the maker knows, Valueless if bought, but sometimes traded. A poor man may give one as easily as a king. When one is broken pain and dec...

A man builds a house with all 4 sides facing south. A bear walks past the house. What color is the bear?

I build up castles. I tear down mountains. I make some men blind, I help others to see. What am I?