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NHL Trivia Quiz: Can You Get 20/20?

This isn't your casual warm-up quiz. These 20 questions skew medium to hard, designed to challenge serious hockey fans who think they know everything. Aim for at least 15 out of 20 to prove you're legit, but 20/20? That's reserved for true die-hards who live and breathe hockey history. No multiple choice. No lifelines. Just you versus the questions.

January 24, 2026

Rules

20 questions, no multiple choice
1 point per correct answer
15+ = Excellent
20/20 = Elite status

Questions 1-10: Core Knowledge, But Deeper

Q1: Who holds the NHL record for most career regular-season points, and how many did he score?

A: Wayne Gretzky with 2,857 points, a record that will likely never be broken.

Q2: Which team has appeared in (not just won) the most Stanley Cup Finals?

A: Montreal Canadiens with over 30 Final appearances across their history.

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Q3: Which team became the first expansion franchise (outside the Original Six) to win the Stanley Cup?

A: Philadelphia Flyers in 1974, just seven years after joining the league in the 1967 expansion.

Q4: Which player was the first in NHL history to score 50 goals in 50 games?

A: Maurice "Rocket" Richard in 1944-45, though Wayne Gretzky later shattered the pace with 50 in 39 games.

Q5: Which goaltender holds the record for most career playoff wins?

A: Patrick Roy with 151 playoff wins across three Stanley Cup championships.

Q6: Which franchise relocated from Quebec City to Denver and eventually won the Cup as the Colorado Avalanche?

A: Quebec Nordiques, who moved in 1995 and won the Cup immediately in 1996.

Q7: Which player won the Norris Trophy eight times, more than any other defenseman?

A: Bobby Orr from 1968 to 1975, revolutionizing the defenseman position.

Q8: What is the term for the three-goal combination of a goal, an assist and a fight by the same player in one game?

A: A Gordie Howe hat trick, named after the legendary power forward.

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Q9: Which coach led the New York Islanders to four straight Stanley Cups?

A: Al Arbour, who built the Islanders dynasty of the early 1980s.

Q10: Which player holds the record for most points in a single NHL playoff year?

A: Wayne Gretzky with 47 points (17 goals, 30 assists) in 1985.

Questions 11-20: Hard Mode

Q11: Which team set the record for most wins in a single regular season (as of mid-2020s)?

A: 2022-23 Boston Bruins with 65 wins, breaking the previous record.

Q12: Which player scored the "Golden Goal" for Canada in the 2010 Olympic final?

A: Sidney Crosby in overtime against the United States, arguably the most iconic goal in Canadian hockey history.

Q13: Which franchise has the longest active Stanley Cup drought among teams that have previously won the Cup?

A: Toronto Maple Leafs since 1967, approaching 60 years without a championship.

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Q14: Which player was chosen first overall in the 1991 NHL Draft and became the center of a major trade controversy?

A: Eric Lindros, who refused to play for Quebec and forced a trade to Philadelphia.

Q15: Which team was involved in the longest game in NHL history, a six-overtime playoff marathon in 1936?

A: The Detroit Red Wings versus Montreal Maroons, with the game lasting over six hours.

Q16: Which goalie was the first to be credited with scoring a goal in NHL history?

A: Billy Smith in 1979, though he was credited when an opponent scored on their own net.

Q17: Which player has the most career points by a defenseman?

A: Ray Bourque with 1,579 points across 22 seasons.

Q18: Which American-born player holds the record for most career NHL points?

A: Mike Modano with 1,374 points, the most by a US-born player.

Q19: Which player is widely considered to have won the Hart Trophy as league MVP while playing for a last-place team?

A: Mario Lemieux in 1987-88, though the Penguins weren't technically last overall, they were one of the worst teams in the league.

Q20: Which team has appeared in the most Stanley Cup Finals without winning?

A: Vancouver Canucks with three Final appearances (1982, 1994, 2011) and zero wins.

Results

0-9: You're Still in Preseason

Lots of potential, but training camp awaits. You know some basics but need to study up on hockey history and records.

10-14: Solid Second-Line Performer

One good push and you'll be on the top unit. You know your stuff but missed some harder historical details.

15-19: Top-Pairing Trivia Defenseman

You know your history, records and obscure details. You're one or two questions away from perfection.

20/20: Perfect Game

You're the Connor McDavid of NHL quizzes. Take a bow. You either work in hockey media, dominate fantasy leagues, or just really love the sport's history.

Why 20/20 Is So Difficult

Perfect scores require knowing not just famous moments but obscure records, historical context, and details most fans never think about. Questions about longest games, first-ever achievements, and statistical milestones separate true experts from very knowledgeable fans.

The Lindros Question

Eric Lindros's draft drama remains one of hockey's wildest stories. Quebec selected him first overall, but he refused to report, citing concerns about team management. The Nordiques traded him to Philadelphia in a blockbuster deal, and both teams claim they won the trade for years afterward.

Golden Goal Context

Sidney Crosby's 2010 Olympic overtime goal might be Canada's most important hockey moment since 1972. Scored on home ice in Vancouver, it gave Canada gold in men's hockey and created an instant national sports treasure.

Play Gridzy Hockey Free Every Day

Gridzy Hockey is Shurzy's daily NHL grid game where you pretend you're "just messing around" and then suddenly you're 15 minutes deep arguing with yourself about whether some 2009 fourth-liner qualifies as a 40-goal guy.

You get nine guesses to fill a 3×3 grid, you can't reuse players, and every pick is either a genius flex or instant regret. So yeah, it's basically hockey trivia with stakes.

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