All Night Fight
Broadway in Boston
Money, Money, Money!
A Singing Beatle
You're My Hero
100

What are the two most expensive properties at the end of the original Monopoly board?

(Boardwalk and Park Place)

100

The original cast for this show included Lin-Manuel Miranda and Daveed Diggs:

('Hamilton')

100

Who is depicted on the U.S. half-dollar coin?  (Hint:  Think Massachusetts)

(John F. Kennedy)

100

"Let It Be", "Hey Jude", and "Yesterday" are Beatles classics thanks to this Beatle's lead vocals:  

(Paul McCartney)

100

This World Series hero cemented his legacy as a  Boston hero with his now-famous, "This is our F*cking city!" speech following the Boston Marathon bombing:

(David Ortiz)

200

What is located diagonally from GO on the Monopoly board?

(Free Parking)

200

Julie Andrews and Christopher Plummer starred in this movie classic about the Von Trapp family which is now a play that graces Boston's Citizens Bank Opera House:  

('The Sound Of Music')

200

Who supplied most of the copper for the first U.S. pennies to be minted?  (Hint:  Think Massachusetts)

(Paul Revere)

200

This "quiet Beatle" famously took the lead vocal spot on "Here Comes The Sun" and "While My Guitar Gently Weeps":  

(George Harrison)

200

This silversmith became a hero when he allegedly alerted the Lexington Minutemen about the British approaching in 1775:  

(Paul Revere) 

300

Name the four railroads on the standard Monopoly board:

(Reading, Pennsylvania, B & O, Short Line)

300

This movie, which has now been produced as a play, starred Robin Williams and Sally Fields and featured Aerosmith on its soundtrack:  

('Mrs. Doubtfire')

300

Who suggested the design of the first penny?

(Benjamin Franklin)

300

Nearly everyone has heard this man's lead vocal work on "I Want To Hold Your Hand", "Help", and "Strawberry Fields Forever":  

(John Lennon)

300

This New Kids on the Block and 'Blue Bloods' star played a real-life hero in 'Band of Brothers':  

(Donnie Wahlberg)

400

How much money do you have to start a game of Monopoly?

($1,500)

400

High-heeled, pointed-toe, and thigh-high give clues to the name of this successful musical:  

('Kinky Boots')

400

Who is the first woman to have her portrait appear on a U.S. currency note?  

(Martha Washington- One dollar silver certificate)

400

Which member of the Beatles sang "Boys", "Act Naturally", and "Octopus's Garden"?  

(Ringo Starr)

400

This hero helped organize the Boston Tea Party and he signed the Declaration of Independence.  Oh, and the beer!  

(Sam Adams)

500

The mascot for Monopoly is "Mr. Monopoly"; What was his name before it became "Mr. Monopoly"?

("Rich Uncle Pennybags")

500

This touring show is based on a percussion group from Brighton, England that uses the body and ordinary objects using rhythms, acrobatics, and pantomime:

('Stomp')

500

What government group was founded in 1865 to combat the rampant counterfeiting happening during the Civil War?

(The Secret Service)

500

The lead vocals on "Come Together", "Revolution", and "Lucy In The Sky With Diamonds" demonstrated the genius of this Beatle:  

(John Lennon)

500

The first African American hero of the American Revolutionary War, this man was the first casualty in the Boston Massacre:  

(Crispus Attucks)