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100

Founded in 1635 in Boston, this was the first public school in the United States—despite its name, most classes were taught in English

What is Boston Latin

100

Fort Independence, a granite military structure active since 1634, now sits in a state park on this so-called "island" that’s no longer technically an island

What is Castle Island

100

Sam Malone and Diane Chambers are two of the main characters in this American sitcom television series that earned a top-ten rating during eight of its 11 seasons

What is Cheers
100

This variation of bowling, popular in the Boston area, uses smaller balls, thinner pins, and allows three rolls per frame 

What is Candlepin Bowling

200

First lit in 1716 and rebuilt in 1783 after damage during the Revolutionary War, this lighthouse on Little Brewster Island marks the entrance to Boston Harbor and is the oldest continuously used lighthouse site in the United States.
 

What is Boston Light

200

This historic warship, nicknamed "Old Ironsides," is docked at the Charlestown Navy Yard

What is the USS Constitution

200

This Band responsible for the 1979 album "More than a Feeling" featured a spaceship-like guitar on the vinyl cover

What is the Band Boston

200

The fictional Boston neighborhood of "Buckingham Flats" is the setting of this award-winning 2003 film, named for a very real Boston-area waterway

What is Mystic River

200

This regatta, the largest two-day rowing event in the world, is held annually on the river that separates Boston from Cambridge

What is the Head of the Charles

300

In 1959, this future dictator came to campus to such fanfare that he caused Harvard to move his speech to the football stadium for extra seating?

Who is Fidel Castro

300

This mile-long, walkable park that stretches from TD Garden to Chinatown is named after JFK’s mother

Rose Fitzgerald Kennedy Greenway

300

Each year the legendary Boston Symphony Orchestra moves to its "summer home" at this venue in the Berkshires of western Massachusetts

What is Tanglewood Music Center

300

The Long Island hospital in Boston Harbor inspired Dennis Lehane to write this 2003 horror novel, which was adapted into a 2010 film starring Leonardo DiCaprio

What is Shutter Island

300

What Boston sports star gives his name to an underwater automobile traffic tunnel that is, at 90 feet below ground, the deepest of its kind in America?

Who is Ted Williams

400

Before becoming the second U.S president, this Bostonian lawyer successfully defended British soldiers involved in the Boston Massacre

Who is John Adams

400

Established in 1896 just north of Boston, this stretch of sand holds the title of America's first public beach

What is Revere Beach

400

This museum located in the seaport district by Boston harbor shows modern paintings, videos, and sculptures—and its building looks like it's floating over the water

What is the Institute of Contemporary Art, or the ICA

400

This legendary coach led the Boston Celtics to eight consecutive NBA championships from 1959 to 1966

Who was Red Auerbach?

500

In 1954, surgeons in Boston performed the first successful human organ transplant when they took this organ from one twin and gave it to the other

What is a Kidney

500

This reservoir is the largest and deepest body of water in Massachusetts and serves as the primary water supply for the Greater Boston area

What is the Quabbin Resevoir

500

Before Wyland’s famous mural, this local artist painted Boston’s original whale wall in the 1980s, bringing ocean life to a brick building near the harbor

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Who is Ron Deizel

500

This actress won an Oscar for her role in The Fighter (2010), portraying Charlene, the girlfriend of boxer Micky Ward.

Who is Melissa Leo

500

In 1980, this runner was famously disqualified from the Boston Marathon after finishing in record time, due to evidence she had cheated by not running the entire course

Who is Rosie Ruiz

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