Medium Difficulty Riddles

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

mediumwhat am-i

I love to dance and twist and prance, I shake my tail, as away I sail, wingless I fly into the sky. What am I?

mediumwhat am-i

He has one and a person has two, a citizen has three and a human being has four, a personality has five and an inhabitant of earth has six. What am I?

mediummath

What 3 positive numbers give the same result when multiplied and added together?

mediumfunny

What has 10 S's and 1 C

mediummath

There is a chain nailed to the wall. The chain is 10 feet long and the centre of the chain dips down 5 feet from where each side of the chain is nailed to the w...

mediummath

How can you make the following true by changing a single line? 5+5+5=550

mediumwhat am-i

I am cold to the touch but yet I burn if held What am I?

mediumwhat am-i

When I am filled I can point the way, When I am empty Nothing moves me, I have two skins One without and one within. What am I?

mediumwhat am-i

I have joy in bringing two together, but darning my existence! My life hangs by a thread, filled with ups, downs and resistance!

mediumfunny

If you eat me, my sender will eat you. What am I?

mediumwhat am-i

Slayer of regrets, old and new, sought by many, found by few.

mediumfunny

I cannot hear or even see, but sense light and sounds there may be. Sometimes I end up on the hook, or even deep into a book. What am I?

mediumwhat am-i

A noble device, cursed to accept disgraceful treatment. It's absence can tell a man he doesn't belong. What is it?

mediumwhat am-i

Tool of thief, toy of queen. Always used to be unseen. Sign of joy, sign of sorrow. Giving all likeness borrowed.

mediumwhat am-i

I can bring tears to your eyes; resurrect the dead, make you smile, and reverse time. I form in an instant but I last a lifetime. What am I?

mediumwhat am-i

You do not want me but If you get me you do not want to lose me

mediumwhat am-i

I can only live were there is light, But I die if the light shines on me. What am I?

mediumwhat am-i

We travel much, yet prisoners are, and close confined to boot. Yet with any horse, we will keep the pace, and will always go on foot. What are they?

mediumlogic

There is a green house. Inside the green house there is a White house. Inside the White house there is a red house. Inside the red house there are lots of babie...

mediumwhat am-i

A caribbean shape that makes ships disappear

mediummath

How many 9's are there between 1 and 100?

mediummath

An athlete is able to jump FOREVER. However, every time that she jumps she gets a bit more tired, and every jump goes 1/2 as far as her prior jump. Now, for her...

mediummath

A person picks up cigarette butts from the ground and can make a cigarette with 4 butts. If he finds 16 cigarette butts, how many cigarettes can he make?

mediumwhat am-i

Lighter than what I am made of, More of me is hidden Than is seen.