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This is a preview of the Math Riddle Book.
The worksheets in this document contain a watermark, which
means you'll be able to view the entire book, but the
worksheets will have a preview stamp over them.
If you think this book can help your students,
I hope you will consider purchasing the full, printable
version from the website below.
Thank you!
Copyright 2008 - Tim Wei
The Math Riddle Book - www.mathriddlebook.com 1
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Welcome to the Math Riddle Book
Practice makes perfect! That's why teachers and parents know that math
worksheets can provide the drill-and-practice kids need to master basic math
concepts.
I created The Math Riddle Book for two purposes:
1. To create a complete collection of drill-and-practice math pages that can
provide kids with the practice they need to master addition, subtraction,
multiplication, and division.
2. To make learning math more fun for students! Unlike traditional
worksheets, each page in the Math Riddle book features a funny riddle for
kids to solve. These math worksheets are more like motivating puzzles
than boring math worksheets, which is why kids become more excited
about math.
I originally created these worksheets to use with students in my own classroom.
I would give them a math riddle page each week on the back-side of their
homework assignments. And I noticed something... kids were actually excited to
do their homework! As soon as I'd pass out a riddle worksheet, they eagerly put
their pencils to the paper and began working!
Parents began to write me notes saying that their children were doing their
homework as soon as they got off the school bus-- without adults nagging them!
And, best of all, because they were practicing basic arithmetic on a regular basis,
their math skills dramatically improved! My students could recall basic math facts
more quickly, their computation became more accurate, and their scores on the
state math test skyrocketed!
That's why I decided to compile my math riddle worksheets into a book and share
them with you!
However you use these math worksheets, I know they will help your kids master
the math skills they'll need throughout their lives. I wish you, and your students,
great success!
Sincerely,
Tim Wei
P.S. Please, if you have any questions, comments, or suggestions, please feel
free to e-mail me. My address is:
The Math Riddle Book - www.mathriddlebook.com 2
 
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Chapter 1: Addition Math Riddles
Addition: 3 Digits, No Regrouping
What is a shark's favorite game? .............................................................................. 6
Addition: 3 Digits, with Regrouping
What is even more amazing than a talking dog? ......................................................... 8
Addition: 4 Digits, with Regrouping
Why did the cookie go to the doctor? ........................................................................ 10
Adding Money
Did you hear the joke about the skunk? .................................................................... 12
Column Addition: 3 Digits, 3 Addends
What do ships eat for breakfast? ............................................................................... 14
Column Addition: 4 Digits, 4 Addends
What do you call a skeleton who won't work? ............................................................. 16
Mental Addition
Why are there fences around graveyards? .................................................................. 18
Chapter 2: Subtraction Math Riddles
Subtraction: 2 Digits, No Regrouping
Where did the doctor take his sick horse? .................................................................. 20
Subtraction: 3 Digits, No Regrouping
What did Cinderella Fish wear to the underwater ball? ................................................. 22
Subtraction: 2 Digits, with Regrouping
What is the best way to catch a squirrel? ................................................................... 24
Subtraction: 3 Digits, with Regrouping
How do rabbits travel? ............................................................................................. 26
Subtraction: 3 Digits, with Zeros
What did the alien say to the flowers? ....................................................................... 28
Subtraction: 4 Digits, with Zeros
What goes, “Ha, ha, ha, plop”? ................................................................................ 30
Subtracting Money with Regrouping
Why was the football stadium hot after the game? ..................................................... 32
The Math Riddle Book - www.mathriddlebook.com 3
 
Subtracting Money, with Zeros
Why was the broom late? ........................................................................................ 34
Subtraction: Mental Math
Why was the music teacher locked out of her classroom? ........................................................... 36
Chapter 3: Multiplication Math Riddles
Multiplication Basic Facts: 0 - 9
What's a twip? ....................................................................................................... 38
Multiplication Basic Facts: 0 - 12
Why did the girl eat her homework? ......................................................................... 40
Multiplication: 2-Digit by 1-Digit
What animal can jump higher than a house? ............................................................. 42
Multiplication: 3-Digit by 1-Digit
What did the doctor say to the invisible man? ............................................................ 44
Multiplying Money by 1-Digit Factors
Where do cows go on a Saturday night? .................................................................... 46
Multiplication: 2-Digit by 2-Digit
What do you call a musical bee? ............................................................................... 48
Multiplication: 3-Digit by 2-Digit
Why can't a nose be 12 inches long? .......................................................................... 50
Multiplication: 4-Digit by 2-Digit
How do you know if your clock is crazy? .................................................................... 52
Chapter 4: Division Math Riddles
Division Basic Facts: Divisors up to 12
What has four wheels and flies? ............................................................................... 54
Division Basic Facts: Missing Dividends
Why do sharks swim only in salt water? .................................................................... 56
Division: 1-Digit Quotients, Remainders
What makes a chess player very happy? ................................................................... 58
The Math Riddle Book - www.mathriddlebook.com 4
 
Division: 2-Digit Quotients, No Remainders
What do you call a sleeping bull? ............................................................................... 60
Division: 2-Digit Quotients, Remainders
What do you call a cow eating grass on the lawn? ....................................................... 62
Division: 4-Digit Dividends
What do cats eat for breakfast? ................................................................................ 64
Chapter 5: Place Value Riddles
Writing Numbers from Word Name: Up to 4 Digits
Where do dirty bats go to clean themselves? .............................................................. 66
Writing Numbers from Word Name: Up to 5 Digits
What did the teddy bear say after dinner? ................................................................. 68
Writing Numbers from Word Name: Up to 7 Digits - Very Challenging
What do you call an anxious ogre? ............................................................................ 70
Place Value: Value of the Underlined Digit
Why was six afraid of seven? ................................................................................... 72
Roman Numerals: Up to thousands
What do ghosts do when they get into a car? ............................................................. 74
Rounding to the Nearest Ten: 2 and 3-Digit Numbers
Why did Humpty Dumpty have a great fall? ................................................................ 76
Rounding to the Nearest Hundred: 3 and 4-Digit Numbers
Why did the girl put cookies under her pillow? ............................................................ 78
Rounding to the Nearest Dollar
Why did the bird get in trouble at school? .................................................................. 80
The Math Riddle Book - www.mathriddlebook.com 5
 

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