Fascinating Massachusetts Trivia Questions to Test Your Knowledge!

From the cobblestone streets of Boston to the scenic shores of Cape Cod, Massachusetts is a state rich in history, culture, and legendary firsts. Whether you’re a history buff, a sports fanatic, or just love a good trivia challenge, this quiz will put your knowledge of the Bay State to the test!

Home to the Boston Tea Party, the first American university, and the beloved New England clam chowder, Massachusetts has played a pivotal role in shaping the nation. So, whether you’re a proud local or just curious about this historic state, grab a cup of Dunkin’, sit back, and see how many of these Massachusetts trivia questions you can answer!

Round 1 – Multiple Choice Massachusetts Questions

What is the capital city of Massachusetts?
- A) Boston
- B) Worcester
- C) Springfield
- D) Salem
Which university is located in Cambridge, Massachusetts?
- A) Harvard University
- B) MIT (Massachusetts Institute of Technology)
- C) Boston University
- D) Tufts University
What is the nickname of Massachusetts?
- A) The Sunshine State
- B) The Green Mountain State
- C) The Bay State
- D) The Garden State
Which historical event is commemorated by the Boston Tea Party Ships & Museum?
- A) The American Civil War
- B) The Boston Massacre
- C) The American Revolution
- D) The Salem Witch Trials
What is the official bird of Massachusetts?
- A) Wild Turkey
- B) Chickadee
- C) Northern Cardinal
- D) American Robin
Who was the first governor of Massachusetts?
- A) John Hancock
- B) Samuel Adams
- C) John Winthrop
- D) William Bradford
What is the highest point in Massachusetts?
- A) Mount Greylock
- B) Mount Washington
- C) Mount Monadnock
- D) Mount Mansfield
Which sports team is NOT based in Massachusetts?
- A) New England Patriots
- B) Boston Celtics
- C) Boston Red Sox
- D) New England Revolution
Which Cape is a popular summer destination in Massachusetts?
- A) Cape Lookout
- B) Cape Fear
- C) Cape Cod
- D) Cape Hatteras
Which river forms part of the border between Massachusetts and New Hampshire?
- A) Connecticut River
- B) Merrimack River
- C) Charles River
- D) Taunton River
Which American poet was born in Amherst, Massachusetts, and lived most of her life there?
- A) Sylvia Plath
- B) Emily Dickinson
- C) Anne Sexton
- D) Robert Frost
What is the oldest public park in the United States, located in Boston, Massachusetts?
- A) Central Park
- B) Boston Common
- C) Golden Gate Park
- D) Grant Park
Which famous American writer and philosopher lived in Walden Pond, Massachusetts, where he wrote the book “Walden”?
- A) Ralph Waldo Emerson
- B) Henry David Thoreau
- C) Nathaniel Hawthorne
- D) Louisa May Alcott
In which city is the Basketball Hall of Fame located in Massachusetts?
- A) Springfield
- B) Worcester
- C) Lowell
- D) Quincy
Which famous American political figure is buried in the Granary Burying Ground in Boston, Massachusetts?
- A) Benjamin Franklin
- B) Paul Revere
- C) John Adams
- D) Samuel Adams

Round 1 – Answers

What is the capital city of Massachusetts?
- Answer: A) Boston
Which university is located in Cambridge, Massachusetts?
- Answer: A) Harvard University
What is the nickname of Massachusetts?
- Answer: C) The Bay State
Which historical event is commemorated by the Boston Tea Party Ships & Museum?
- Answer: C) The American Revolution
What is the official bird of Massachusetts?
- Answer: B) Chickadee
Who was the first governor of Massachusetts?
- Answer: C) John Winthrop
What is the highest point in Massachusetts?
- Answer: A) Mount Greylock
Which sports team is NOT based in Massachusetts?
- Answer: D) New England Revolution
Which Cape is a popular summer destination in Massachusetts?
- Answer: C) Cape Cod
Which river forms part of the border between Massachusetts and New Hampshire?
- Answer: B) Merrimack River
Which American poet was born in Amherst, Massachusetts, and lived most of her life there?
- Answer: B) Emily Dickinson
What is the oldest public park in the United States, located in Boston, Massachusetts?
- Answer: B) Boston Common
Which famous American writer and philosopher lived in Walden Pond, Massachusetts, where he wrote the book “Walden”?
- Answer: B) Henry David Thoreau
In which city is the Basketball Hall of Fame located in Massachusetts?
- Answer: A) Springfield
Which famous American political figure is buried in the Granary Burying Ground in Boston, Massachusetts?
- Answer: B) Paul Revere

Round 2 – Multiple Choice Massachusetts Questions

Which museum in Massachusetts is known for its large collection of works by American artists such as John Singer Sargent and Winslow Homer?
- A) Museum of Fine Arts, Boston
- B) Isabella Stewart Gardner Museum
- C) Peabody Essex Museum
- D) Norman Rockwell Museum
Which Massachusetts island is famous for its gingerbread cottages and is a popular tourist destination?
- A) Nantucket
- B) Martha’s Vineyard
- C) Block Island
- D) Cape Cod
Which Massachusetts city is known for its annual “Big E” fair, celebrating New England culture and agriculture?
- A) Worcester
- B) Springfield
- C) Amherst
- D) Holyoke
Which famous American author wrote the novel “The Scarlet Letter,” set in 17th-century Massachusetts?
- A) Edgar Allan Poe
- B) Mark Twain
- C) Nathaniel Hawthorne
- D) Herman Melville
Which Massachusetts island is famous for its cranberry bogs and is a major producer of cranberries in the United States?
- A) Martha’s Vineyard
- B) Nantucket
- C) Cape Cod
- D) Plymouth
Which national park located in Massachusetts includes sites related to the American Revolution, such as the North Bridge?
- A) Minute Man National Historical Park
- B) Lowell National Historical Park
- C) Adams National Historical Park
- D) Cape Cod National Seashore
Which Massachusetts university is known for its prestigious engineering programs and its rivalry with Harvard?
- A) Boston University
- B) MIT (Massachusetts Institute of Technology)
- C) Tufts University
- D) Northeastern University
Which river in Massachusetts is known for its scenic beauty and is protected as a designated National Wild and Scenic River?
- A) Concord River
- B) Deerfield River
- C) Charles River
- D) Housatonic River
Which Massachusetts town is famous for its annual reenactment of the first battle of the American Revolution, known as Patriots’ Day?
- A) Lexington
- B) Concord
- C) Salem
- D) Plymouth
Which Massachusetts city is famous for its annual St. Patrick’s Day Parade, one of the largest in the country?
- A) Worcester
- B) Lowell
- C) Holyoke
- D) Quincy
Which Massachusetts town is renowned for its literary history and is home to the Emily Dickinson Museum?
- A) Amherst
- B) Salem
- C) Concord
- D) Cambridge
Which famous American author wrote the novel “Little Women,” which is set in Massachusetts?
- A) Louisa May Alcott
- B) Emily Dickinson
- C) Nathaniel Hawthorne
- D) Edgar Allan Poe
Which Massachusetts island is known for its association with the artist Edward Hopper, who painted many of its landscapes?
- A) Martha’s Vineyard
- B) Nantucket
- C) Plum Island
- D) Block Island
Which Massachusetts city is known for its historic role in the abolitionist movement and is home to the Harriet Tubman House?
- A) Boston
- B) Worcester
- C) Springfield
- D) Cambridge
Which river in Massachusetts is known for its historic significance in the American Revolution and is home to Minute Man National Historical Park?
- A) Concord River
- B) Charles River
- C) Merrimack River
- D) Taunton River

Round 2 – Answers

Which museum in Massachusetts is known for its large collection of works by American artists such as John Singer Sargent and Winslow Homer?
- Answer: A) Museum of Fine Arts, Boston
Which Massachusetts island is famous for its gingerbread cottages and is a popular tourist destination?
- Answer: B) Martha’s Vineyard
Which Massachusetts city is known for its annual “Big E” fair, celebrating New England culture and agriculture?
- Answer: B) Springfield
Which famous American author wrote the novel “The Scarlet Letter,” set in 17th-century Massachusetts?
- Answer: C) Nathaniel Hawthorne
Which Massachusetts island is famous for its cranberry bogs and is a major producer of cranberries in the United States?
- Answer: D) Plymouth
Which national park located in Massachusetts includes sites related to the American Revolution, such as the North Bridge?
- Answer: A) Minute Man National Historical Park
Which Massachusetts university is known for its prestigious engineering programs and its rivalry with Harvard?
- Answer: B) MIT (Massachusetts Institute of Technology)
Which river in Massachusetts is known for its scenic beauty and is protected as a designated National Wild and Scenic River?
- Answer: D) Housatonic River
Which Massachusetts town is famous for its annual reenactment of the first battle of the American Revolution, known as Patriots’ Day?
- Answer: A) Lexington
Which Massachusetts city is famous for its annual St. Patrick’s Day Parade, one of the largest in the country?
- Answer: C) Holyoke
Which Massachusetts town is renowned for its literary history and is home to the Emily Dickinson Museum?
- Answer: A) Amherst
Which famous American author wrote the novel “Little Women,” which is set in Massachusetts? Answer?
- A) Louisa May Alcott
Which Massachusetts island is known for its association with the artist Edward Hopper, who painted many of its landscapes?
- Answer: B) Nantucket
Which Massachusetts city is known for its historic role in the abolitionist movement and is home to the Harriet Tubman House?
- Answer: A) Boston
Which river in Massachusetts is known for its historic significance in the American Revolution and is home to Minute Man National Historical Park?
- Answer: A) Concord River

Round 3 – Multiple Choice Massachusetts Questions

What is the official dessert of the state of Massachusetts?
- A) Boston Cream Pie
- B) Apple Pie
- C) Chocolate Chip Cookie
- D) Key Lime Pie
Which Massachusetts island is famous for its role as a former leper colony and now as a national park?
- A) Martha’s Vineyard
- B) Nantucket
- C) Penikese Island
- D) Plum Island
Which river forms part of the border between Massachusetts and Rhode Island?
- A) Charles River
- B) Taunton River
- C) Blackstone River
- D) Concord River
Which famous Massachusetts politician served as the 35th President of the United States?
- A) John F. Kennedy
- B) Ted Kennedy
- C) Mitt Romney
- D) Deval Patrick
Which Massachusetts city is known for its vibrant arts community and is home to the Berkshire Museum?
- A) Pittsfield
- B) North Adams
- C) Williamstown
- D) Lenox
Which Massachusetts town is famous for its annual Jack-o’-lantern Spectacular event during Halloween?
- A) Salem
- B) Plymouth
- C) Salem
- D) Ipswich
Which Massachusetts island is known for its beautiful beaches and affluent summer residents?
- A) Block Island
- B) Cape Cod
- C) Martha’s Vineyard
- D) Nantucket
Which Massachusetts city is home to the New England Aquarium?
- A) Boston
- B) Gloucester
- C) Quincy
- D) New Bedford
What is the state tree of Massachusetts?
- A) American Elm
- B) Red Oak
- C) White Pine
- D) Sugar Maple
Which famous American author, known for his detective fiction, was born in Boston, Massachusetts?
- A) Edgar Allan Poe
- B) Mark Twain
- C) Nathaniel Hawthorne
- D) Herman Melville
Which Massachusetts town is famous for its annual “Head of the Charles” regatta, one of the largest rowing events in the world?
- A) Cambridge
- B) Boston
- C) Worcester
- D) Springfield
Which Massachusetts island is known for its association with the Kennedy family and their compound?
- A) Martha’s Vineyard
- B) Nantucket
- C) Cape Cod
- D) Hyannis Port
Which Massachusetts town is famous for its annual cranberry harvest festival?
- A) Plymouth
- B) New Bedford
- C) Concord
- D) Carver
Which Massachusetts city is known for its large Irish-American population and hosts the annual “Dropkick Murphys St. Patrick’s Day Concert”?
- A) Boston
- B) Worcester
- C) Springfield
- D) Lowell
Which Massachusetts town is famous for its witch-related tourism and attractions?
- A) Salem
- B) Plymouth
- C) Lexington
- D) Concord

Round 3 – Answers

What is the official dessert of the state of Massachusetts?
- Answer: A) Boston Cream Pie
Which Massachusetts island is famous for its role as a former leper colony and now as a national park?
- Answer: C) Penikese Island
Which river forms part of the border between Massachusetts and Rhode Island?
- Answer: C) Blackstone River
Which famous Massachusetts politician served as the 35th President of the United States?
- Answer: A) John F. Kennedy
Which Massachusetts city is known for its vibrant arts community and is home to the Berkshire Museum?
- Answer: A) Pittsfield
Which Massachusetts town is famous for its annual Jack-o’-lantern Spectacular event during Halloween?
- Answer: D) Ipswich
Which Massachusetts island is known for its beautiful beaches and affluent summer residents?
- Answer: D) Nantucket
Which Massachusetts city is home to the New England Aquarium?
- Answer: A) Boston
What is the state tree of Massachusetts?
- Answer: A) American Elm
Which famous American author, known for his detective fiction, was born in Boston, Massachusetts?
- Answer: A) Edgar Allan Poe
Which Massachusetts town is famous for its annual “Head of the Charles” regatta, one of the largest rowing events in the world?
- Answer: A) Cambridge
Which Massachusetts island is known for its association with the Kennedy family and their compound?
- Answer: D) Hyannis Port
Which Massachusetts town is famous for its annual cranberry harvest festival?
- Answer: D) Carver
Which Massachusetts city is known for its large Irish-American population and hosts the annual “Dropkick Murphys St. Patrick’s Day Concert”?
- Answer: A) Boston
Which Massachusetts town is famous for its witch-related tourism and attractions?
- Answer: A) Salem

Round 4 – Multiple Choice Massachusetts Questions

Which Massachusetts island is home to the oldest operating carousel in the United States?
- A) Martha’s Vineyard
- B) Nantucket
- C) Plum Island
- D) Oak Bluffs
Which famous American poet, known for works like “The Waste Land,” was born in St. Louis but later lived in Massachusetts?
- A) Emily Dickinson
- B) Sylvia Plath
- C) Robert Frost
- D) T.S. Eliot
Which famous American painter, known for his depictions of rural life in New England, lived and worked in the town of Stockbridge, Massachusetts?
- A) Winslow Homer
- B) Andrew Wyeth
- C) Thomas Cole
- D) Norman Rockwell
Which Massachusetts city is home to the “Big Apple,” a nickname for its apple-growing history?
- A) Greenfield
- B) Leominster
- C) Quincy
- D) Pittsfield
Which Massachusetts island is famous for its whaling history and was the inspiration for Herman Melville’s novel “Moby-Dick”?
- A) Martha’s Vineyard
- B) Nantucket
- C) Plum Island
- D) Block Island
Which Massachusetts river is the longest entirely in New England?
- A) Charles River
- B) Merrimack River
- C) Connecticut River
- D) Taunton River
Which Massachusetts island is known for its role as a former quarantine station for immigrants arriving in the United States?
- A) Martha’s Vineyard
- B) Nantucket
- C) Deer Island
- D) Long Island
Which famous American actress, known for her roles in “The Wizard of Oz” and “Gone with the Wind,” was born in Lowell, Massachusetts?
- A) Marilyn Monroe
- B) Audrey Hepburn
- C) Judy Garland
- D) Elizabeth Taylor
Which Massachusetts town is famous for its association with the Transcendentalist movement and is home to Walden Pond?
- A) Concord
- B) Lexington
- C) Amherst
- D) Salem
Which Massachusetts city is home to the first public beach in the United States?
- A) Quincy
- B) Revere
- C) Lynn
- D) Salem
Which Massachusetts university is known for its focus on marine sciences and oceanography?
- A) Harvard University
- B) Boston University
- C) Tufts University
- D) Woods Hole Oceanographic Institution
Which Massachusetts island is home to a famous presidential retreat, known as the “Summer White House”?
- A) Martha’s Vineyard
- B) Nantucket
- C) Plum Island
- D) Cape Cod
Which Massachusetts city is known for its historic textile mills and is sometimes called the “Birthplace of the American Industrial Revolution”?
- A) Lowell
- B) New Bedford
- C) Fall River
- D) Lawrence
Which Massachusetts university is known for its prestigious liberal arts education and is located in Medford and Somerville?
- A) Harvard University
- B) Boston University
- C) Tufts University
- D) Northeastern University
Which Massachusetts town is famous for its role in the Revolutionary War and is home to the Old North Bridge?
- A) Plymouth
- B) Salem
- C) Lexington
- D) Concord
Which Massachusetts city is home to the second-oldest operating subway system in the United States?
- A) Boston
- B) Worcester
- C) Springfield
- D) Cambridge
Which Massachusetts city is known for its large Portuguese-American community and is nicknamed the “Whaling City”?
- A) New Bedford
- B) Gloucester
- C) Fall River
- D) Provincetown
Which Massachusetts town is famous for its association with the writer H.P. Lovecraft and his horror stories?
- A) Salem
- B) Newburyport
- C) Providence
- D) Amherst

Round 4 – Answers

Which Massachusetts island is home to the oldest operating carousel in the United States?
- Answer: D) Oak Bluffs
Which famous American poet, known for works like “The Waste Land,” was born in St. Louis but later lived in Massachusetts?
- Answer: D) T.S. Eliot
Which famous American painter, known for his depictions of rural life in New England, lived and worked in the town of Stockbridge, Massachusetts?
- Answer: D) Norman Rockwell
Which Massachusetts city is home to the “Big Apple,” a nickname for its apple-growing history?
- Answer: B) Leominster
Which Massachusetts island is famous for its whaling history and was the inspiration for Herman Melville’s novel “Moby-Dick”?
- Answer: B) Nantucket
Which Massachusetts river is the longest entirely in New England?
- Answer: B) Merrimack River
Which Massachusetts island is known for its role as a former quarantine station for immigrants arriving in the United States?
- Answer: C) Deer Island
Which famous American actress, known for her roles in “The Wizard of Oz” and “Gone with the Wind,” was born in Lowell, Massachusetts?
- Answer: C) Judy Garland
Which Massachusetts town is famous for its association with the Transcendentalist movement and is home to Walden Pond?
- Answer: A) Concord
Which Massachusetts city is home to the first public beach in the United States?
- Answer: B) Revere
Which Massachusetts university is known for its focus on marine sciences and oceanography?
- Answer: D) Woods Hole Oceanographic Institution
Which Massachusetts island is home to a famous presidential retreat, known as the “Summer White House”?
- Answer: A) Martha’s Vineyard
Which Massachusetts city is known for its historic textile mills and is sometimes called the “Birthplace of the American Industrial Revolution”?
- Answer: A) Lowell
Which Massachusetts university is known for its prestigious liberal arts education and is located in Medford and Somerville?
- Answer: C) Tufts University
Which Massachusetts town is famous for its role in the Revolutionary War and is home to the Old North Bridge?
- Answer: D) Concord
Which Massachusetts city is home to the second-oldest operating subway system in the United States?
- Answer: A) Boston
Which Massachusetts city is known for its large Portuguese-American community and is nicknamed the “Whaling City”?
- Answer: A) New Bedford
Which Massachusetts town is famous for its association with the writer H.P. Lovecraft and his horror stories?
- Answer: C) Providence