Ontario
Pop Culture
Geography
Sports
From Boomers to Zoomers
100

This was Ontario’s first capital city before it moved to Toronto.

What is Kingston?

100

This Stratford, Ontario musician was discovered on YouTube and became a pop star. 

Who is Justin Bieber?

100

This Ontario city is closer to Detroit than to any other major Canadian city.

What is Windsor?

100

This team couldn’t defeat the Los Angeles Dodgers in 2025 despite one of the most dramatic Game 7s in World Series history.

Who are the Toronto Blue Jays?

100

When someone says “no cap,” they mean this.

What is “I’m not lying”?

200

The “CN” in Toronto’s CN Tower originally referred to this Canadian company.

What is Canadian National?

200

This Canadian sitcom about a wealthy family losing everything in a small town swept the Emmys in 2020.

What is Schitt’s Creek?

200

This vast Ontario park covers nearly 8,000 square kilometres and is Canada’s first provincial park.

What is Algonquin Provincial Park?

200

This Toronto team’s fans proudly chant “We the North.”

Who are the Toronto Raptors?

200

Before texting, these small handheld devices were used for sending short messages.

What is a pager?

300

Before it was renamed Toronto in 1834, this city served as the capital of Upper Canada under this name.

What is York?

300

This Ontario-born rock musician’s 1984 album Reckless includes a nostalgic anthem about youthful summers.

Who is Bryan Adams?

300

This Ontario river connects Lake Erie to Lake Ontario and forms part of the U.S. border.

What is the Niagara River?

300

This Canadian athlete, known as “The Great One,” scored 894 career goals in the NHL.

Who is Wayne Gretzky?

300

This portable music player was a must-have in the 1980s.

What is the Walkman?

400

Ontario’s provincial flower is this three-petaled white bloom.

What is the white trillium?

400

This Kingston band’s frontman sang, “No dress rehearsal, this is our life,” in one of their most beloved songs.

Who are The Tragically Hip?

400

Ontario borders this number of U.S. states.

What is five (Minnesota, Michigan, Ohio, Pennsylvania, and New York)?

400

This sport uses brooms, stones, and a lot of yelling like “Hurry hard!”

What is curling?

400

Someone who was “square” in the 1950s and 60s wasn’t angular — they were this.

What is uncool or old-fashioned?

500

Ontario officially became a province of Canada in this year.

What is 1867?

500

This 1970s TV family had members named Greg, Marcia, and Jan.

What is The Brady Bunch?

500

This northern Ontario park is so remote it’s only accessible by air and sits where James Bay meets Hudson Bay.

What is Polar Bear Provincial Park?

500

In 1993, this Blue Jays player hit a walk-off home run to win the World Series.

Who is Joe Carter?

500

This is the most-subscribed YouTube channel.

Who is Mr Breast?

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