From Southie streets to Hollywood sets, this former rapper turned actor brought the gritty charm of The Fighter and the fierce loyalty of The Departed to the big screen—pure Boston grit in every role.
Who is Mark Wahlberg?
The New England Patriots won their 3rd Super Bowl and cemented their dynasty after defeating this team.
Who are the Philadelphia Eagles!
Long before selfies and swan boats, this patch of green became America’s first public park back in 1634 — proving Boston’s been wicked into open spaces since the start.
What is The Boston Common?

This civil rights leader lived here during his time in Roxbury.
Who is Malcolm X?
Known as the ‘Mumbling Mayor,’ this long-serving Boston mayor was famous for his thick glasses, warm heart, and knack for fixing the city one neighborhood at a time.
Who is Thomas Menino?
This Harvard dropout and Boston native made a 'Good Will' out of his genius, snagging an Oscar for playing a math whiz with a knack for getting by.
Who is Matt Damon?
This Dominican outfielder, known for his powerful swing, played for the Red Sox and helped in the teams 86-year world series drought in 2004.
Who is Manny Rameriez?
In 1636, this Ivy League school opened its doors, making it the first of its kind in the country.
What is Harvard University?
In 1952, while attending the New England Conservatory of Music, this civil rights activist met her husband who attended Boston University.
Who is Coretta Scott King?
In the 70s, this maximum-security prison was considered the most dangerous in the country.
What is MCI-Walpole?
"Every little step I take" and "My prerogative" was just some of the hits that had this R&B bad boy to dancing to the top of the charts in the late 80s early 90s.
Who is Bobby Brown?
This player was the tallest player in NHL history at 6'9.
Who is Zdeno Chára?
This public transit system, which was the first of its kind, in the United States was developed in Boston -year 1897.
What is the Boston Subway System?
Every spring in Franklin Park, skies fill with color and creativity as families and these enthusiasts gather for this breezy celebration of flight and fun
What is the Boston Kite Festival?
Movies like "The Town" and "The Friends of Eddie Coyle", depicts stories of this former bank robbery capital of the U.S.
What is Charlestown?
Born LaDonna Adrian Gaines in this Mission Hill native, known as the "Queen of Disco" - lit up the charts with hits like "Hot Stuff" and "She Works Hard for the Money."
Who is Donna Summer?
The Boston Americans later known as the Boston Red Sox, won the very first World Series after defeating this team.
Who are the Pittsburg Pirates?
Boston is the leader in recognizing this holiday that commemorates the end of slavery in the United states.
What is Juneteenth?
Bill Russell owned this iconic black owned nightclub in South End.
What is Slades?
This crazy ape named ___ made a daring dash down Blue Hill Ave, where his wild escape included a surprising run-in—proving even apes can’t resist a little neighborhood drama.
Who is Little Joe?
This Emmy-winning actress and comedian, known for her role as Sydney Adamu on The Bear, grew up in Boston’s Dorchester neighborhood before making it big in Hollywood. She also attended Boston Latin Academy.

Who is Ayo Edebiri?
Cedric Maxwell now famous for his sideline commentating, led his team to two championship finals in the 80s. Was also famously known as _____.
Who is Cornbread?
Established in 1711, and overseen by John Campbell, this institution helped connect early American cities through mail and communication.
What is the Post Office?
Opened in 1995, this athletic center, named after the late Boston Celtics star, has a history of serving the community.
What is the Reggie Lewis Center?
This area is home to the notable landmarks such as the African Meeting House, the oldest black church in the U.S. This is one of the oldest neighborhoods in the city.
What is Beacon Hill?