15 Difficult Word Puzzles to Challenge Your Mind

Jayna Taylor-Smith

By Jayna Taylor-Smith

Updated on Aug. 13, 2025

If you’re ready to put your mind to the test, nothing beats difficult word puzzles

Difficult word puzzles to keep your mind sharp

When was the last time you gave your brain a real workout? If you’re struggling to remember, it’s the perfect moment to start, and tackling difficult word puzzles is a great way to do it. Research shows that staying mentally active with activities like brainteasers, crosswords and other challenging word games can sharpen focus, boost memory and even help reduce the risk of dementia.

At Reader’s Digest, we know a thing or two about difficult word puzzles—we even published Word Power Is Brain Power. In this collection, you’ll find our favorite mind-bending challenges, from tricky riddles to clever anagrams, designed to stretch your thinking in unexpected ways.

So are you ready to put your skills to the test? See how many of these challenging word puzzles you can solve. And if you get stumped, don’t worry—part of the fun is in the trying. For a warm-up, you can always start with some easier brainteasers for kids before diving back into these brain-busters.

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15 Word Puzzles That Will Leave You Stumped 1q
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Scrambled cities

These seemingly random phrases hide the names of eight capital cities around the world. Each phrase contains the name of two cities. Can you unscramble them and figure out what they are? This isn’t a trick question! The answer is staring you in the face.

When you’re ready, scroll on to find the answer.

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15 Word Puzzles That Will Leave You Stumped 1a
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Solution: Scrambled cities

The cities are: Beijing, London, Berlin, Moscow, Rome, Tokyo, Madrid and Paris.

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15 Word Puzzles That Will Leave You Stumped 2q
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What’s the quote?

This is a well-known William Shakespeare quote, but all of the vowels have been removed, and the consonants have been mixed into groups of five letters. Replace the vowels to reveal the quote. Can you solve this tough literary riddle for adults?

When you have your quote, check out the next slide for the solution.

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15 Word Puzzles That Will Leave You Stumped 2a
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Solution: What’s the quote?

Yes, it’s the famous quote from Romeo and Juliet!

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15 Word Puzzles That Will Leave You Stumped 3q 1
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Spell it out

Spell out a two-word place name by traveling to each letter along the lines. You can go through each circle only once. (Hint: It’s a statuesque location.)

You’ll find the answer on the next slide!

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15 Word Puzzles That Will Leave You Stumped 3a
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Solution: Spell it out

The answer is Easter Island, home of the famous moai statues. Feel inspired? Try these Easter riddles next.

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15 Word Puzzles That Will Leave You Stumped 4q
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Word worm

From wherever you start (hint: it’s probably easiest to start at the top left), join the hexagons by creating a new word that is only one letter different from where you started. Each hexagon must connect to exactly two adjacent hexagons. Good luck!

Keep scrolling to reveal the answer.

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15 Word Puzzles That Will Leave You Stumped 4a
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Solution: Word worm

Think this is too easy? Try solving the world’s first crossword puzzle.

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Word Puzzles That Will Leave You Stumped
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Look for the link

Far from a spot-the-difference quiz, this riddle asks how these items are related. Can you guess? Once you have an answer, check out the solution below.

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Word Puzzles That Will Leave You Stumped
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Solution: Look for the link

The picture shows petals, plates and pleats, words that are all anagrams of one another. (Don’t get anagrams confused with acronyms, abbreviations or initialisms!)

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15 Word Puzzles That Will Leave You Stumped 6q
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Step down

Beginning at the top of the upside-down pyramid, remove one letter from the word strides and rearrange the remaining letters to build a new six-letter word beneath. Continue the same process for each word until you get to the bottom.

Keep scrolling for the answer. (There may be more than one solution.)

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15 Word Puzzles That Will Leave You Stumped 6a
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Solution: Step down

Did you make it to the bottom, or did you get stumped halfway through?

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15 Word Puzzles That Will Leave You Stumped 7q
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Odd word out

Look closely at the following words. Which one doesn’t belong with the rest? Write down your answer before checking the slide below.

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Word Puzzles That Will Leave You Stumped
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Solution: Odd word out

This is a tricky one because even though it’s on our list of word puzzles, it’s also secretly a math riddle!

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15 Word Puzzles That Will Leave You Stumped 8q
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Word circles

Create three words, one from each circle, that all have a similar meaning. Can you solve it?

Give yourself some time to work it out, then keep scrolling.

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15 Word Puzzles That Will Leave You Stumped 8a
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Solution: Word circles

The three similar words are merriment, laughter and hilarity—hopefully things you experienced while working on this puzzle!

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15 Word Puzzles That Will Leave You Stumped 9q
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Word centers

Each four-letter word is the middle of a much bigger word. Fill in the blank spaces to create the original eight-letter word. Then, check the answers below.

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15 Word Puzzles That Will Leave You Stumped 9a
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Solution: Word centers

Some of these were tricky! If you loved this puzzle, you might be a wiz at word searches too.

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15 Word Puzzles That Will Leave You Stumped 10q
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Scrambled

Unscramble the letters to create six words that relate to reading, then scroll on for the solution.

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15 Word Puzzles That Will Leave You Stumped 10a
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Solution: Scrambled

Once you get the answer to this puzzle, you’ll want to sit down with a good book.

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15 Word Puzzles That Will Leave You Stumped 11q
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Turn again

Begin at one of the corner squares, move clockwise around the perimeter and finish in the center square to spell a nine-letter word. You must fill in the empty squares with your own letters.

Stumped? You’ll find the answer below.

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15 Word Puzzles That Will Leave You Stumped 11a
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Solution: Turn again

Starting from the bottom left and going clockwise, the missing letters are R and N to spell out chronicle. Did you guess the right letters?

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15 Word Puzzles That Will Leave You Stumped 12q
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X words

The X in each word represents missing letters. Figure out which letters are missing to uncover each word. This isn’t a Mensa-level quiz, but we admit it’s a head-scratcher! (Hint: For each puzzle, the missing letters form different words that have something in common.)

Ready to make a guess? Keep scrolling for the solution.

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15 Word Puzzles That Will Leave You Stumped 12a
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Solution: X words

This was a tough one! The trick is realizing that each word has a number spelled out within it.

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15 Word Puzzles That Will Leave You Stumped 13q
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What am I?

Can you work out the answer to this challenging riddle? Take your time, then check out the answer below to see if you were correct.

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15 Word Puzzles That Will Leave You Stumped 13a
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Solution: What am I?

It’s the horizon! If this whet your appetite for word puzzles, try these other “What am I?” riddles.

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15 Word Puzzles That Will Leave You Stumped 14q
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Anagram

Only one of the following rows is an anagram of a five-letter English word. Do you know which one it is? Write down your guess, then check the solution below.

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15 Word Puzzles That Will Leave You Stumped 14a
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Solution: Anagram

 The answer is the fourth row. LUDIB is an anagram of the word build, while the other letters are nonsense.

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Word Puzzles That Will Leave You Stumped
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Star words

Create a word from each segment of each star using the four letters provided and one mystery letter. In the star at the top, the mystery letter is the third letter in each of the new words you create. In the star at the bottom, the mystery letter is the last letter in the new word you create. What are the two mystery letters?

If this is too tough, keep scrolling for the solution. But give it a good try first!

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Word Puzzles That Will Leave You Stumped
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Solution: Star words

The mystery letter in the start at the top is W, spelling rowed, hawks, lower, byway and towns. The mystery letter for the bottom star is R, spelling timer, baker, briar, flier and razor.

How did you do with these tricky word puzzles overall? Regardless of how many you got right or wrong, your brain surely benefited from a mental workout as you tried to find the answers!

Why trust us

Reader’s Digest is known for our humor and brain games, including quizzes, puzzles, riddles, word games, trivia, math, pattern and logic puzzles, guessing games, crosswords, rebus, hidden objects and spot-the-difference challenges. We’ve earned prestigious ASME awards for our entertainment content and have produced dozens of brainteaser books, including Word Searches, Word Power, Use Your Words, Fun Puzzles and Brain Ticklers, Mind Stretchers, Ultimate Christmas Puzzles and more. Our 10 published volumes of Mind Stretchers were edited by Allen D. Bragdon, founder of the Brainwaves Center and editor of Games magazine. Read more about our team, our contributors and our editorial policies.

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