The Town (2010) is a gritty crime thriller directed by and starring Ben Affleck. Set in Boston’s Charlestown neighborhood, the film blends tense heists, deep-rooted loyalty, and the longing for redemption. With standout performances and thrilling action, it remains a high point in modern crime cinema.
Think you remember every explosive heist, sharp twist, and emotional goodbye? Test your knowledge with this 10-question trivia challenge and see if you’ve got what it takes to run with Doug MacRay’s crew.
The Town (2010) Trivia Questions & Answers
- Who directed The Town (2010)?
Correct Answer: Ben Affleck
Ben Affleck not only directed but also starred in The Town, proving his skill both behind and in front of the camera. The film was his second directorial effort and solidified his reputation as a talented filmmaker with a strong grasp of tension, character, and place.
- What neighborhood of Boston is the film primarily set in?
Correct Answer: Charlestown
Charlestown, Boston, has a real-life reputation for producing bank and armored car robbers, which the film directly references. It serves as a tight-knit, working-class neighborhood where crime, loyalty, and family ties run deep—perfect for the film’s emotional and criminal stakes.
- What is Doug MacRay’s profession during the heists?
Correct Answer: Bank robber
Doug MacRay is the leader of a crew that specializes in carefully planned bank and armored car heists. Despite his criminal background, Doug is intelligent and emotionally complex, seeking a way out of the life he was born into.
- What is Claire’s job at the bank?
Correct Answer: Manager
Claire is the bank manager during the opening heist. Her brief capture and emotional trauma later become a source of guilt for Doug, who unexpectedly falls in love with her while trying to determine how much she knows about the crew.
- Which actor plays James “Jem” Coughlin, Doug’s volatile friend?
Correct Answer: Jeremy Renner
Jeremy Renner gives a chilling and intense performance as Jem, Doug’s lifelong friend and the most dangerous member of the crew. His unpredictable nature adds constant tension, and his loyalty to Doug is both a strength and a threat. Renner was nominated for an Academy Award for Best Supporting Actor for the role.
- What item does Jem take from Claire during the first robbery that causes concern later?
Correct Answer: Her driver’s license
Jem takes Claire’s driver’s license to ensure she won’t go to the police. When Doug learns about this, he’s alarmed—especially after discovering that Claire lives just a few blocks from them. This leads him to start watching over her, which evolves into their romantic relationship.
- Who is the FBI agent trying to bring Doug’s crew down?
Correct Answer: Adam Frawley
Played by Jon Hamm, Agent Frawley is the determined FBI agent relentlessly pursuing Doug’s crew. Frawley is intelligent and aggressive, serving as a morally unflinching counterpoint to Doug’s conflicted character.
- Where does the film’s climactic heist take place?
Correct Answer: Fenway Park
The crew’s final and most ambitious heist takes place at Fenway Park, Boston’s legendary baseball stadium. Disguised as Boston police officers, they infiltrate the cash room during a game. The location provides a dramatic and symbolic backdrop to the climax of the film.
- What business is used as a front by the crime boss “Fergie” Colm?
Correct Answer: A flower shop
Fergus “Fergie” Colm, a menacing crime boss who controls much of the local criminal activity, operates out of a seemingly innocuous flower shop. The contrast between the delicate shop and the brutality of his operations is a classic gangster movie motif.
- What does Doug do at the end of the film?
Correct Answer: Escapes and leaves Claire money
Doug manages to evade the FBI and escape Boston after killing Fergie. He leaves a bag of stolen money for Claire, along with a letter suggesting she start a new life. The final scenes show Doug alone in Florida, quietly watching the water—his freedom bittersweet and uncertain.
