Boston Sports
Boston Historical Figures
Movies based in Boston
Neighborhoods of Boston
Boston Transportation
100

This Boston sports team's mascot is a brown bear. 

What are the Boston Bruins?

100

This Boston-born revolutionary famously (allegedly) said "The British are Coming" 

Who is Paul Revere? 

100

This movie follows a Harvard drop-out who started the most influential social media website from his dorm room. 

The Social Network

100

This neighborhood of Boston is known as Little Italy and is home to the bakery rivals, Mike's Pastry and Modern Pastry.

What is the North End?

100

This transit system, built in 1897, is America's oldest subway system. 

What is the MBTA?

200

In Superbowl 42, Eli Manning led the Giants to upset this team, dashing their hopes at a "perfect" season. 

What is the New England Patriots?

200

This president of the USA was born in Brookline, a suburb of Boston.

Who is John F. Kennedy?

200

This movie, based in Boston, and written by two Boston-Born actors, follows a South Boston native with a genius-level IQ who works as a janitor at MIT

What is Good Will Hunting?

200

The Boston Public Library, built in 1848, lies in this cultural, historic neighborhood of Boston. 

What is Back Bay?

200

This bridge, named after the Boston-area's oldest university, connects Cambridge and Boston's Back Bay across the Charles River. 

What is the Harvard bridge?
300

This team holds the longest championship streak in American professional sports history, winning 8 championship titles in a row. 

The Boston Celtics

300

This Boston-born power couple included the second president of the United States. 

Who are John and Abigail Adams? 

300

This Martin Scorcese-directed film unravels the tale of the complicated and corrupt relationship between the Irish Mob and the Boston Police Department.  

What is The Departed?

300

This neighborhood of Boston holds the Bunker Hill Monument, which commemorates the Battle of Bunker Hill between the [British] Redcoats and the [American] Patriots. 

What is Charlestown?

300

This central artery/tunnel project began in Boston in 1991 and was not completed in 1998. It was the most expensive highway project in the USA. 

What is the Big Dig?
400

This "curse" began in 1920 and was not broken until 2004 when the Red Sox won their first world series title in 84 years. 

What is The Curse of the Bambino?

400

This famous poet, who died in Boston in 1963, wrote "The Road not Taken." 

Who is Robert Frost?

400

This 2016 film, named after the Massachusetts town it is set in, follows a depressed and grief-stricken handyman who gains sole custody of his nephew following his brother's death. 

What is "Manchester-by-the-Sea"?

400

The Massachusetts State House, with its beautiful gold dome, sits in this neighborhood of Boston. 

What is Beacon Hill?

400

The name of this fare card used on Boston subways and buses comes from the American Protest song "M.T.A", which was released in protest of increased fares on the Boston transit system. 

What is a Charlie Card?

500

A plaque holding this NBA player's bronze shoes can be found alongside a statue of his coach in Boston's historic Faneuil Hall area. 

Larry "Legend" Bird

500

In 2020, the adapted screenplay of this Boston-based author's most famous book won numerous accolades, including the Academy Award for Best Picture.

Louisa May Alcott

500

This romantic comedy, starring Drew Barrymore and Jimmy Fallon, explores the love story between a businesswoman and her boyfriend, a fanatic of the Boston Red Sox.

What is "Fever Pitch"?

500

The Red Sox have played in this stadium, named after the neighborhood it occupies, since 1912. 

What is Fenway [Park]? 

500

The major airport in East Boston is named after this Spanish-American war hero. 

Who is General Edward Lawrence Logan?