Free printable crossword puzzles medium difficulty with answers

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Online games are alright, but there’s nothing like solving a crossword puzzle the good old-fashioned way—with a pencil! Pit your wits against these tricky printable crossword puzzles from the pages of Reader’s Digest Canada.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: December 2022

‘Tis the season for printable crossword puzzles! For this month’s “On Ice” theme, we’ll be testing your knowledge of all things fun and frosty, from figure skating to winter wear.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman / Reader's Digest Canada

Printable Crossword Answer: December 2022

For an added challenge, test your vocabulary with our Christmas words quiz.

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Free printable crossword puzzles medium difficulty with answers
Reader's Digest Canada

Printable Crossword Puzzle: November 2022

In the November 2022 issue, Reader’s Digest Canada celebrates its 75th anniversary! To mark the occasion, the theme of this printable crossword puzzle is “Anniversary Holidays.” (If you’re the type to never forget an anniversary, this should be a cake walk!)

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson / Reader's Digest Canada

Printable Crossword Answer: November 2022

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: October 2022

Whether you’re a little bit country, or a little bit rock ‘n’ roll, our “Top of the Pops”-themed puzzle will be music to your ears.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: September 2022

Perhaps you’re a poet—even if it you don’t know it. Find out by pitting your wits against our “Prime Rhymes” puzzle, which is positively packed with rhyming answers.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson / Reader's Digest Canada

Printable Crossword Answer: September 2022

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: July/August 2022

Don’t be thrown by the theme for this puzzle: Although “A Little Bit Alexa” might invoke a Schitt’s Creek earworm, we’re referring strictly to the Amazon device!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman / Reader's Digest Canada

Printable Crossword Answer: July/August 2022

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: June 2022

The theme for this printable crossword puzzle is “Single Digits.” It’s not all about nubmers, however, as this tricky grid will test your knowledge of everything from fish to physics.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson / Reader's Digest Canada

Printable Crossword Answer: June 2022

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: November 2020

Up for a serious challenge? See if you can solve for “Love letter letters based on the first words of 13-, 16-, 25- and 30-Across.” (The image above is a major hint!) Good luck with our “Word of Mouth”-themed printable crossword puzzle!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson/Reader's Digest Canada

Printable Crossword Answer: November 2020

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: October 2020

The theme for this printable crossword puzzle is “Racket Men.” Does this give the advantage to hardcore tennis buffs? Not necessarily—but a bit of background knowledge on everything from Wimbledon to gold-medal winners could come in handy!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: October 2020

Play our Daily Crossword—free!

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: September 2020

The theme for this printable crossword puzzle is “It’s All the Rage.” Put on your thinking cap to come up with synonyms for terms like “rage”, “glaring angrily” and “vindictive.” And go!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: July/August 2020

The theme for this printable crossword puzzle is “Different Wavelengths.” Instead of a letter, some of the squares in this crossword contain something else. Figure out what it is and feel the Pride. (Yes, that’s a massive hint!)

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: July/August 2020

An MIT professor called this “the hardest logic puzzle ever.” Can you solve it?

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: June 2020

The theme for this printable crossword puzzle is “On the Money.” Just how well do you the newest faces to grace our Canadian bills? (No peeking in your wallet!)

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: June 2020

Test your knowledge of these aviation terms.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: May 2020

The theme for this printable crossword puzzle is “Perfect Serve,” but is the “serve” in question referring to tennis terms or fast food? A bit of both, to be honest—with a healthy side of ancient history!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: April 2020

The theme for this printable crossword puzzle is “We the North.” It’s not all about Raptors-mania, however, as this tricky grid will test your knowledge of everything from Mary Poppins to James Bond.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: April 2020

Here are more tricky crossword puzzle clues that will leave you stumped!

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: March 2020

The theme for this printable crossword puzzle is “Isn’t It Ironic?” If that title alone is enough to trigger the classic Alanis Morissette song in your head, you’ve got a distinct advantage! (If the lyrics aren’t coming to you, the image above serves as a massive hint to level the playing field…)

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: January/February 2020

The theme for this printable crossword puzzle is “Why Wait?” A pertinent question, as we can’t think of a better time to exercise your grey cells with these fiendishly tricky clues. For an added challenge, why not set a time limit on completing this puzzle? Tick-tock!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson/Reader's Digest Canada

Printable Crossword Answer: January/February 2020

For the ultimate test, see how you fare against these tough trivia questions.

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Free printable crossword puzzles medium difficulty with answers
Barbara Olson/Reader's Digest Canada

Printable Crossword Answer: December 2019

Play the LA Times Daily Crossword—free!

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: November 2019

The theme for this printable crossword puzzle is “Five For Five.” If you need some help with these tricky clues, simply pull out your wallet: If you’ve got a $5 bill handy, you’re in the money!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: October 2019

The theme for this printable crossword puzzle is “Showtime.” On the second anniversary of legendary Canadian musician Gord Downie’s death, we’re paying tribute to his legacy of song with the Tragically Hip.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: September 2019

How well do you know your urban Canadiana? From Edmonton’s main drag to Montreal’s Quartier Latin, put your knowledge to the test with this “City Ways”-themed printable crossword puzzle.

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: July/August 2019

What hides were once fashioned into hats, and which building materials would you need to create an inukshuk? Although we’ve given the latter away with the image above, the rest of this “Raw Materials”-themed crossword puzzle won’t be quite so easy!

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: July/August 2019

Solved that puzzle without breaking a sweat? See how you fare against these general knowledge trivia questions.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: June 2019

Don’t cry over 34 Across! Unless of course you’re staying at the motel at 10 Across, in which case you’ve got good reason to be upset… How quickly can you complete this printable crossword puzzle from the June 2019 issue of Reader’s Digest Canada?

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: May 2019

Did you know the crooner at 1 Across hosted the Junos back in 2018? Cue up your favourite Canadian playlist: The theme for this printable crossword puzzle is “Canadians of Note.”

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Barb Olson/Reader's Digest Canada

Printable Crossword Answer: May 2019

Found this puzzle too easy? Try your hand at these fun brain games!

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Free printable crossword puzzles medium difficulty with answers
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Printable Crossword Puzzle: April 2019

Did you know that a native of Halifax is a “Haligonian”? With that in mind, what’s the proper term for someone who hails from Winnipeg? The theme for this particularly tricky printable crossword puzzle is “Capital People.”

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Answers are in the card below.

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Free printable crossword puzzles medium difficulty with answers
Photo: Derek Bowman/Reader's Digest Canada

Printable Crossword Answer: April 2019

If you enjoyed these printable crossword puzzles, try your hand at our Reader’s Digest Word Power challenge.

Originally Published: November 16, 2022

Free printable crossword puzzles medium difficulty with answers