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100

This Canadian city hosted Canada’s first Winter Olympics in 1988

What is Calgary?

Despite hosting the olympics, the host nation failed to win a single gold medal. 

100

At the 1924 Winter Olympics, Canada won its first-ever gold medal in this sport, which also set the stage for a century of national pride

What is ice hockey?
Fun Fact: The Canadian team outscored opponents 110–3 in the 1924 tournament — a staggering margin that still amazes sports historians

100

At the 2010 Winter Olympics, this Canadian hockey player scored the overtime “Golden Goal” that captured the nation’s heart.

Who is Sidney Crosby?


Fun Fact: Crosby’s goal secured Canada’s 14th gold medal at the Games, sparking celebrations that lasted for days.

100

At the 2010 Winter Olympics, the host nation set a record for gold medals in which sport?

What is men’s and women’s ice hockey?

100

Women were first allowed to compete in Olympic ski jumping in this year, decades after men’s competitions began.

What is 2014?

200

The XXI Olympic Winter Games took place in this West Coat city, where Canada set a then-record for most gold medals won by a nation at a single Winter Olympics

What is Vancouver? 

Canada captured 14 gold medals — a record at the time.

200

This country holds the record for the most Winter Olympic medals overall, a fact that surprises many casual fans.

What is Norway?


Fun Fact: Norway’s strength lies in skiing and biathlon events, which have been traditional national sports for centuries.  

200

At the 1980 Winter Olympics, this underdog team defeated the Soviet Union, a game now called the “Miracle on Ice.”

What is the U.S.-USSR hockey game?


Fun Fact: It became a symbol of hope and perseverance during the Cold War.

200

In bobsleigh, Canadian teams have reached speeds exceeding this many miles per hour on Olympic tracks.

What is 90 mph or 130 km/h?

200

In the early 1900s, this "schoolyard" game of pulling a rope was an official Olympic sport.

What is Tug of War? 

300

This was the year when Canada first hosted any Olympic Games, with the city of Montreal welcoming athletes from around the world

What is 1976?


Fun Fact: The 1976 Summer Olympics in Montreal were the first Olympic Games ever hosted by Canada, and the only Summer Olympics the country has hosted to date.

300

This Winter Olympic sport was the first to allow women competitors in 1924, paving the way for gender inclusion.

What is figure skating?


Fun Fact: Women’s singles figure skating has been an Olympic staple ever since.

300

In 1994, a dramatic figure skating competition in Lillehammer ended with both gold and silver being awarded after a tie in total points.

What is the first Olympic tie for first place in figure skating?


Fun Fact: The decision sparked debate among judges and fans about scoring fairness and is still remembered as a rare Olympic occurrence.  

300

This many Canadian athletes competed at the first Winter Olympics in 1924

What is 24?
Fun Fact: Even with a small team, Canada won multiple medals, starting its Winter Olympic legacy.

300

Winners in Ancient Greece received a crown made of these leaves.

What are Olive Leaves? 

(Fact: In the ancient games, there was no silver or bronze—you either won or you didn't!)

400

Cortina d’Ampezzo, co-host for 2026, previously hosted in 1956 — but what made those Games remarkable in terms of television history?

What is they were the first Winter Olympics to be broadcast internationally on television?


Fun Fact: The 1956 Games set a precedent for how Winter Olympics would become a global spectacle.

400

This unusual Winter Olympic sport involves sliding face-first down an ice track, and its debut in 1928 instantly thrilled spectators.

What is skeleton?


Fun Fact: Skeleton athletes can reach speeds over 80 mph while lying just inches above the ice.

400

At the 1988 Calgary Winter Olympics, this unusual musical instrument was played during the opening ceremony to celebrate Canadian culture.

What is the bagpipes?


Fun Fact: The bagpipes were part of a performance highlighting multicultural Canada, blending tradition with the spectacle of the Games.


400

Canada has won multiple Olympic medals in this “stealthy” sport, where success often depends on tiny adjustments of balance, strength, and timing rather than speed alone.

What is curling?
Fun Fact: Curling stones weigh around 44 pounds, and sweeping can change a stone’s direction by centimeters.

400

Then: Swimmers wore heavy suits made of this "scratchy" fabric. Now: They wear high-tech spandex.


What is Wool?

500

2010 Winter Olympics opening ceremony included a humorous cameo by this famous Canadian actor playing a surprise role in the national anthem performance.

Who is Michael J. Fox?

500

In 2000, this country became the first to send more female than male athletes to the Summer Olympics, a milestone for gender equality.

What is United States?


Fun Fact: Women accounted for 51% of Team USA in Sydney, reflecting shifting opportunities in sports worldwide.

500

During the 2012 London Olympics Opening Ceremony, a stunt double for a famous British secret agent parachuted into the stadium alongside the Queen.  

What is James Bond?


Fun Fact: This stunt combined cinema and Olympic pageantry, delighting viewers worldwide and creating one of the most talked-about opening ceremonies in history.

500

In bobsleigh, Canadian teams have reached start times under this many seconds, a record for medal-winning runs.

What is 5 seconds?


Fun Fact: Fractions of a second at the start often decide whether a team wins gold or misses the podium.


500

This legendary boxer, known as "The Greatest," lit the Olympic torch in 1996 while battling Parkinson's.

Who is Muhammad Ali?

600

To ensure every athlete has the energy to compete, the main dining hall in the Olympic Village must provide roughly this many meals every single day.

What is 60,000? 

(Tidbit: The dining hall never closes! It runs 24 hours a day to accommodate athletes from every time zone and training schedule.)

600

This Summer Olympic sport saw its first ever electronic timing system used in 1912, drastically improving accuracy for world records.

What is track and field?


Fun Fact: The innovation allowed times to be measured to the hundredth of a second, forever changing athletics competitions.

600

During the 2012 London Olympics Opening Ceremony, this Olympic symbol appeared in fireworks over the River Thames, creating one of the most watched televised moments in history.

What is the Olympic rings?


Fun Fact: Fireworks displays help make the opening ceremony an unforgettable shared global experience.

600

Canada’s first Winter Olympic medal in 1924 came in this individual ice sport, not hockey.

What is speed skating?

600

Modern Olympic freestyle skiers performing aerials can reach this height above the snow during top medal-winning jumps.

What is 14–15 meters? (Roughly 50 Ft)


Fun Fact: That’s taller than a four-story building, and athletes must land perfectly after flips and twists to medal.

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