Mondays usually mean a fresh start and a busy week—but why not add some fun and mystery too? Riddles are a great way to wake up your brain, spark curiosity, and share a laugh.
We’ve put together 33 fun and creative Monday riddles to challenge your mind and kick off the week with a smile!

33 Creative Monday Riddles
1. Riddle: What has keys but can’t open locks?
Answer: A piano
Explanation: The word “keys” refers to piano keys, not keys used for locks, making this riddle a clever twist on wordplay.
2. Riddle: The more you take, the more you leave behind. What am I?
Answer: Footsteps
Explanation: As you walk, you leave behind footsteps, and the more you walk, the more footsteps you leave. It’s a riddle that plays with the idea of movement.
3. Riddle: I’m tall when I’m young, and I’m short when I’m old. What am I?
Answer: A candle
Explanation: A candle is tall when first lit and shortens as it burns down. This riddle uses the metaphor of age to make a simple but tricky point.
4. Riddle: What can travel around the world while staying in the corner?
Answer: A stamp
Explanation: A stamp can be placed in the corner of an envelope, which can then travel the world through the mail system. Clever play on perspective!
5. Riddle: What has a heart that doesn’t beat?
Answer: An artichoke
Explanation: The heart of an artichoke is the inner part of the vegetable, which doesn’t literally “beat,” creating a clever and unexpected twist.
6. Riddle: What is always in front of you but can’t be seen?
Answer: The future
Explanation: The future is ahead of us, yet it’s invisible, creating a riddle that plays on the abstract concept of time.
7. Riddle: What has a head, a tail, but no body?
Answer: A coin
Explanation: A coin has a “head” side and a “tail” side but lacks a physical body, making this a fun and simple riddle.
8. Riddle: What comes once in a minute, twice in a moment, but never in a thousand years?
Answer: The letter ‘M’
Explanation: The letter “M” appears once in the word “minute,” twice in “moment,” and not at all in “thousand years,” highlighting the trick in this riddle.
9. Riddle: What has hands but can’t clap?
Answer: A clock
Explanation: A clock has “hands” to show the time, but unlike human hands, it can’t clap. This riddle uses the metaphor of hands to create a playful twist.
10. Riddle: What can you catch but not throw?
Answer: A cold
Explanation: You can “catch” a cold, but you can’t physically throw it, creating a clever take on the word “catch.”
11. Riddle: What has one eye but can’t see?
Answer: A needle
Explanation: A needle has an “eye” (the hole where the thread goes through) but cannot see. This is a fun play on the multiple meanings of “eye.”
12. Riddle: What word is spelled incorrectly in every dictionary?
Answer: Incorrectly
Explanation: The word “incorrectly” is spelled as “incorrectly” in every dictionary, making it a riddle based on its own literal meaning.
13. Riddle: What gets wetter the more it dries?
Answer: A towel
Explanation: The more a towel dries something (like your body), the wetter it becomes. It’s a fun way to think about something we use daily.
14. Riddle: What runs, but never walks?
Answer: Water
Explanation: Water flows or runs, but it doesn’t have legs to walk, which is the trick in this simple yet effective riddle.
15. Riddle: What has a neck but no head?
Answer: A bottle
Explanation: A bottle has a “neck” but no actual head, providing a fun answer to this tricky riddle.
16. Riddle: What has an end but no beginning?
Answer: A stick
Explanation: A stick has an end but no distinct starting point, making it a riddle that plays with the idea of physical objects.
17. Riddle: What can be broken but never held?
Answer: A promise
Explanation: A promise can be “broken” but it’s not something you can physically hold. It plays on the metaphorical meaning of “broken.”
18. Riddle: What goes up but never comes down?
Answer: Your age
Explanation: Your age always increases as time passes, but it never decreases. This is a riddle that touches on the inevitability of aging.
19. Riddle: What is full of holes but still holds a lot of weight?
Answer: A net
Explanation: A net is full of holes, yet it can hold a surprising amount of weight, especially when used to catch things.
20. Riddle: What is always coming, but never arrives?
Answer: Tomorrow
Explanation: Tomorrow is always on its way, but when it comes, it becomes “today,” creating a clever paradox.
21. Riddle: What can be cracked, made, told, and played?
Answer: A joke
Explanation: A joke can be cracked (told humorously), made (created), told, and played (as a form of fun).
22. Riddle: What starts with an E, ends with an E, but only contains one letter?
Answer: An envelope
Explanation: An envelope starts and ends with the letter “E” and typically contains one letter (a piece of mail).
23. Riddle: What has cities, but no houses?
Answer: A map
Explanation: A map shows cities, but there are no real houses on it, making this a fun play on expectations.
24. Riddle: What has legs but doesn’t walk?
Answer: A table
Explanation: A table has legs but doesn’t walk, providing a simple twist on the literal meaning of “legs.”
25. Riddle: What gets bigger the more you take away?
Answer: A hole
Explanation: As you remove material from a hole, it gets larger. This riddle uses an abstract concept to create a surprising answer.
26. Riddle: What is so fragile that saying its name breaks it?
Answer: Silence
Explanation: The word “silence” breaks the silence itself when said aloud, making this a clever riddle based on language.
27. Riddle: What has a foot but no legs?
Answer: A ruler
Explanation: A ruler has a “foot” (a measurement unit), but no legs, making it a tricky riddle based on measurement.
28. Riddle: What has a bed but never sleeps?
Answer: A river
Explanation: A river has a “bed” (its riverbed), but it doesn’t sleep, offering a clever metaphorical answer.
29. Riddle: What belongs to you, but other people use it more than you do?
Answer: Your name
Explanation: People use your name more often than you do, making it an insightful take on ownership and usage.
30. Riddle: What can you hold in your left hand but not in your right hand?
Answer: Your right hand
Explanation: You can hold your right hand with your left hand, but you can’t hold your left hand with your right hand, creating a playful paradox.
31. Riddle: What is light as a feather, yet the strongest man can’t hold it for much longer?
Answer: Breath
Explanation: You can’t hold your breath forever, no matter how strong you are. This riddle plays on the fleeting nature of breath.
32. Riddle: What can be seen once in a year, twice in a week, but never in a day?
Answer: The letter ‘E’
Explanation: The letter “E” appears once in the word “year,” twice in “week,” but not at all in “day.”
33. Riddle: What comes down but never goes up?
Answer: Rain
Explanation: Rain falls from the sky, but it doesn’t go back up, making this a fun riddle about natural phenomena.
Conclusion
Monday riddles are a great way to start your week with a challenge and a smile. Whether you used these to spark a conversation with friends, coworkers, or family, or just to give yourself a mental workout, they’re sure to add some fun to your Monday.
Have you enjoyed these riddles? Feel free to share your favorite riddles or any creative twists in the comments below! Let’s keep the brain teasers rolling!