Hats are a fun and creative accessory that have been around for centuries. They allow people to express their personality and style. Hats can also make for some tricky and entertaining riddles! Here are 73 of the best riddles about hats with answers to test your logic skills.
Riddles about hats
Let’s start with some general hat riddles:
#1
Q: What did the hat say to the scarf?
A: You hang around while I go on ahead.
#2
Q: What did the baseball cap say to the other hat?
A: I’ll go on ahead and you bill the rear.
#3
Q: What kind of bow can’t be tied?
A: A rainbow!
#4
Q: Why did the hat go to the hospital?
A: Because it had a bad case of the “bows”!
#5
Q: What’s black, white, and red all over?
A: A sunburned penguin wearing a tuxedo and a Santa hat.
#6
Q: Why does a milking stool only have 3 legs?
A: Because the cow has the udder!
#7
Q: What did the beanie say to the wool cap?
A: Nothing, hats can’t talk!
#8
Q: What did one hat say to the other?
A: You stay here. I’ll go on a head.
#9
Q: Why was the Easter bonnet jealous?
A: She wanted to be the Fairest of the millinery.
#10
Q: Why did the cowboy buy a new hat?
A: Because his old one was garbage!
Funny hat riddles
Now here are some funny and silly hat riddles to make you laugh:
#11
Q: What did the hat say to the hat rack?
A: You hang here. I’ll go on ahead.
#12
Q: What’s the difference between a badly washed hat and a poorly cooked pancake?
A: One has grease stains and the other has head stains!
#13
Q: Why did the baby throw his hat out of the pram?
A: He wanted to give his dummy something to look up to!
#14
Q: Why couldn’t the pirate’s hat stand up by itself?
A: Because it was a little light headed.
#15
Q: What did the hard hat say to the work crew?
A: Let’s get this job on the road!
#16
Q: Why was everyone staring at the elephant?
A: She was wearing a big silly hat!
#17
Q: Why are chefs’ hats so tall?
A: To stop their food tasting too much of head!
#18
Q: What did the beret say to the baseball cap?
A: You go on a head while I hang around!
#19
Q: Why do flamingos stand on one leg?
A: Because if they pulled up the other one they’d fall over!
#20
Q: What’s the difference between a jeweler and a jailer?
A: A jeweler sells watches and a jailer watches cells!
Hat riddles for kids
Here are some hat riddles that are fun and easy for kids:
#21
Q: What goes up and down but still remains in place?
A: A hat!
#22
Q: I have a circular brim and a crown. What am I?
A: A hat!
#23
Q: What has a brim and a crown but isn’t a king?
A: A hat!
#24
Q: I sit atop your head, providing shade from light. What am I?
A: A hat!
#25
Q: I have a bill, a crown and I sit on your head. What am I?
A: A cap or hat!
#26
Q: What has ears but doesn’t listen?
A: A hat!
#27
Q: I protect your head from the sun. What am I?
A: A hat!
#28
Q: I am worn, have a rim and bill, and also have mesh. What am I?
A: A baseball cap!
#29
Q: I am floppy with a puffball on top. What hat am I?
A: A beanie!
#30
Q: I am a wild west hat made from the hair of an animal. What am I?
A: A cowboy hat!
Hat riddles for adults
Now let’s look at some hat riddles for grownups that require more logical thinking:
#31
Q: A woman shoots her husband. Then she holds him under water for over 5 minutes. Finally, she hangs him. But 5 minutes later they both go out together and enjoy a wonderful dinner together. How can this be?
A: She’s a photographer. She shot a photo of her husband, developed it and hung it up to dry.
#32
Q: What word looks the same upside down and backward?
A: SWIMS
#33
Q: A truck driver is going down a one way street the wrong way, and passes at least ten cops but doesn’t get a ticket. Why not?
A: He was walking.
#34
Q: How is it possible to name three consecutive days without using the words Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, or Sunday?
A: Yesterday, today, and tomorrow.
#35
Q: A man dressed in all black is walking down a country lane. Suddenly, a large black car without any lights on comes round the corner and screeches to a halt. How did the driver see the man?
A: It was daytime.
#36
Q: What five-letter word becomes shorter when you add two letters to it?
A: Short
#37
Q: A woman has in her hand bags 2 Valium pills and 2 Estrogen pills. She must take 1 Valium pill every 15 minutes and 1 Estrogen pill every 30 minutes. How long will the pills last?
A: 1 hour. At the 30 minute mark, she will take a Valium and an Estrogen pill. At 45 minutes she will take another Valium pill. At the 60 minute mark she will take another Estrogen pill and the pills will be gone.
#38
Q: You throw away the outside and cook the inside. Then you eat the outside and throw away the inside. What did you eat?
A: Corn on the cob
#39
Q: What occurs once in a minute, twice in a moment but not once in a thousand years?
A: The letter M.
#40
Q: I have keys but no locks and space but no room. What am I?
A: A keyboard.
Hat trick riddles
Tricky hat riddles to really test your thinking skills:
#41
Q: You walk across a bridge and you see a boat full of people yet there isn’t a single person on board. How is that possible?
A: All the people on the boat are married.
#42
Q: What can travel around the world while staying in a corner?
A: A stamp.
#43
Q: What belongs to you but other people use it more than you?
A: Your name.
#44
Q: The more there is, the less you see. What is it?
A: Darkness.
#45
Q: What gets wetter the more it dries?
A: A towel.
#46
Q: What goes up but never comes down?
A: Your age.
#47
Q: What comes once in a minute, twice in a moment, but never in a thousand years?
A: The letter M.
#48
Q: What is always in front of you but can’t be seen?
A: The future.
#49
Q: Take off my skin and I won’t cry, but you will. What am I?
A: An onion.
#50
Q: What can you break, even if you never pick it up or touch it?
A: A promise.
Brain teaser hat riddles
Up for a real brain challenge? Try these mind bending hat riddles:
#51
Q: I have branches, but no fruit, trunk or leaves. What am I?
A: A bank.
#52
Q: What word in the English language does the following: the first two letters signify a male, the first three letters signify a female, the first four letters signify a great man, while the entire world signifies a great woman. What is the word?
A: Heroine
#53
Q: What can fill a room but takes up no space?
A: Light.
#54
Q: If you drop me I’m sure to crack, but give me a smile and I’ll always smile back. What am I?
A: A mirror.
#55
Q: I have cities, but no houses. I have mountains, but no trees. I have water, but no fish. What am I?
A: A map.
#56
Q: What goes up and never comes down?
A: Your age.
#57
Q: What comes down but never goes up?
A: Rain.
#58
Q: What gets wetter the more it dries?
A: A towel.
#59
Q: You see me once in June, twice in November and not at all in May. What am I?
A: The letter “e.”
#60
Q: What goes through towns and over hills but never moves?
A: A road.
Funny hat riddles for adults
Laugh out loud with these funny and slightly inappropriate hat riddles for adults:
#61
Q: What does a nosy pepper do?
A: Gets jalapeno business!
#62
Q: What kind of shorts do clouds wear?
A: Thunderwear!
#63
Q: Did Adam and Eve ever have a date?
A: No, they had an apple!
#64
Q: Why don’t eggs tell jokes?
A: They’d crack each other up!
#65
Q: Why don’t oysters share their pearls?
A: Because they’re shellfish!
#66
Q: What do you call a funny mountain?
A: Hill-arious!
#67
Q: Did you hear about the fire in the shoe factory?
A: 200 soles were lost!
#68
Q: Why are Teddy Bears never hungry?
A: They are always stuffed!
#69
Q: What do you call an apology written in dots and dashes?
A: Re-Morse code.
#70
Q: Why can’t a bicycle stand on its own?
A: It’s two tired!
Hat riddles for decryption
Put on your thinking cap and decrypt these encrypted hat riddles:
#71
Q: Iyf v nz jevqr, jung vz V?
A: Unpx
#72
Q: Jung jba’f fgnaq hc ohg jvgubhg V’q snpr?
A: Zl fnyn
#73
Q: Fjneire guvatf ner qbja, ohg jung tnirf hc vf abj ortva?
A: Nybat
Conclusion
So there you have it – 73 fun, challenging and hilarious riddles all about hats! From easy kids riddles to ones that will make adults really think. Hats may just be a simple accessory, but they sure can inspire some clever brainteasers. So grab your thinking cap and solve these hat riddles for some head scratching fun!