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Brain Teasers and Riddles 

With Multiple-Meaning Words, Plus Spelling Riddles

happy boy

Brain teasers and riddles are a great way to practice language skills. If students can see the humor in word play, it shows they have a good understanding of word meanings.

To solve these riddles, you’ll need to use words that have more than one meaning. For example, a story can mean a legend or news account, or it can mean the level of a building. The first joke uses this word. Scroll down to find some trickyspelling riddles

Multiple-Meaning Mania!

man climbing up a stack of giant books

1. How can you make a library bigger?

2. What kind of instruments do all animals have inside of them?

3. When do bad days usually fall apart?

4. When do kids get the most exercise?

5. What cannot run although it has three feet?

blue music notes

6. Why was the music teacher so upset?

7. If a man gives fifteen cents to one of his sons, and a dime to another, what time is it?

8. What’s the quickest way to make a point in your writing?

9. What is the fruit of history?

10. Where were the first donuts fried?

artist's palette

11. When do artists paint the best oceans?

12. What’s a prisoner’s favorite punctuation mark?

13. What never asks questions but is often answered?

14. What animals are well-educated?

bed

15. Who is a sound sleeper?

16. What did the mountain say to the earthquake?

17. What do gingerbread men put on their beds?

18. Where do you find the biggest spiders?

brown dog with tongue hanging out

19. How do you make an egg roll?

20. How do dog catchers get paid?

21. Why can't a leopard hide?

22. What has a lot of teeth but cannot chew?

23. What has an "eye" but cannot see?

24. What has a neck but no head, two arms but no hands?

Foot and Ankle

25. What has a foot but no toes?

26. What can be cracked, made, told & played?

27. What has a bark but no bite?

hand writing with pencil - writing prompts

28. What can you hold without using your hands?

29. What has a head, but no brain?

30. Why can't a chopped-down tree answer a question?

1. By adding more stories to it.
2. Organs.
3. Daybreak.
4. In a leap year.
5. A yard.
6. Because the students were always passing notes.
7. A quarter to two.
8. Sharpen your pencil.
9. Dates.
10. In Greece.
11. When they’re feeling blue.
12. A period, because it means the end of his sentence.
13. A doorbell.
14. Fish, because they travel in schools.
15. Anyone who snores.
16. It’s not my fault!
17. Cookie sheets.
18. On the World Wide Web.
19. Push it.
20. By the pound.
21. Because a leopard is always spotted!
22. A comb.
23. A needle or a potato.
24. A shirt.
25. A bed.
26. A joke.
27. A tree.
28. A conversation.
29. Lettuce or cabbage.
30. Because it's stumped!

Spelling Riddles

pink flower in pot

1. What group of FIVE letters spells a type of dish and a flower part?

2. What other group of SIX letters spells dangers and a handy tool?

3. What group of SIX letters spells part of your dresser and a special bonus?  

pink letter T

4. What starts with T, ends with T and has T in it? 

5. What five-letter words are spelled the same forwards and backwards?

6. What five-letter word typed in all capital letters can be read the same upside down?

7. Take away a letter and I become even. What number am I?

Cow and flower

8. What is 3/5 chili, 2/6 catsup, and 2/7 goulash?

9. What do the letter T and an island have in common?

10. How do you spell COW in thirteen letters?

1. The letters A E L P T spell PLATE and PETAL.
2. The letters E I L P R S spell PERILS and PLIERS.
3. The letters A D E R R W spell DRAWER and REWARD.
4. a TEAPOT.
5. CIVIC, KAYAK, LEVEL, MADAM, RADAR, REFER, ROTOR and others.
6. SWIMS.
7. SEVEN
8. CHICAGO!
9. They are both in the middle of WATER.
10. SEE O DOUBLE YOU.

More Brain Teasers and Riddles

brain with turning gears

You might also enjoy our brain teaser riddles that use homophones.

Why not try some of these assortments of fun brain teaser questions? Each one is also available in printable form.

In addition to our brain teasers and riddles, your students might also enjoy our  Mystery Words  puzzlers and Picture Puzzler worksheet pages.

More Difficult Brain Teasers

If you're looking for more challenging brain teasers and word play puzzlers, take a look at these:

man with lots of luggage

Travel Teaser - One of our most difficult logic brain teasers. Can you figure out who went where and when?  

Hidden Words - Put your logic skills to the test on this entertaining word brain teaser. How long will it take you to discover three hidden words?

detective with large magnifying glass

Brain Teasers for Adults  & Upper Grade Students - Two REALLY difficult letters with hidden messages. Good spelling skills are the key to uncovering them!

Don't miss our wide assortment of spelling worksheets. and spelling word games.  We have lots of fun, educational activities for all ages and abilities!


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