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109 Boston Trivia Questions With Answers

Boston is one of the oldest cities in America 🇺🇸, with a history full of fascinating events, famous faces, and groundbreaking moments 🏙️. In this collection of 109 trivia questions, you’ll explore everything Boston—from its role in the American Revolution ⚔️ to the sports teams that define the city's spirit 🏀⚾. Ready to take on the challenge?

  1. Which Boston neighborhood is famous for its cobblestone streets and gas-lit lanterns?
  2. Which historic trail in Boston is marked by a red line on the ground?
  3. What river separates Boston from Cambridge?
  4. What is the name of the main public park in Boston, established in 1634?
  5. Which Boston area is known for being the location of Fenway Park?
  6. Which famous university is located just across the river from Boston in Cambridge?
  7. What is the tallest building in Boston?
  8. Which Boston neighborhood is known for its Italian heritage and cuisine?
  9. What is the name of the airport serving Boston?
  10. Which Boston street is known for its high-end shopping and historic brownstones?
  11. What is the name of the historic ship docked at the Boston Navy Yard?
  12. Which Boston district is known for its many colleges and universities?
  13. What is the name of the iconic Boston tower that offers a skywalk observatory?
  14. Which Boston square is the site of a major Revolutionary War battle?
  15. Which famous marketplace in Boston dates back to 1742?
  16. What is the name of the famous red-brick bridge in Boston Public Garden?
  17. Which Boston neighborhood is home to Logan International Airport?
  18. What is the name of the iconic dome-shaped building in the Boston skyline?
  19. Which Boston street is famous for being the first to use gas street lighting?
  20. What famous riverfront park in Boston is part of the Charles River Esplanade?
  21. What Boston museum is famous for its reconstruction of a 17th-century ship and colonial exhibits?
  22. Which Boston neighborhood is known for its historical African American heritage?
  23. What is the name of the oldest operating hotel in Boston, opened in 1855?
  24. Which Boston square is a major transportation hub and site of historic events?
  25. Which Boston neighborhood was the starting point of Paul Revere’s famous ride?
  26. Which park in Boston forms part of the 'Emerald Necklace' designed by Frederick Law Olmsted?
  27. What Boston landmark is nicknamed 'The Skinny House' for its unusual shape?
  28. What major Boston sports arena is located in the West End neighborhood?
  29. Which Boston street is home to the Massachusetts State House?
  30. What is the name of the island in Boston Harbor that hosts the Boston Harbor Islands Pavilion?
  31. Which Boston neighborhood is home to the Boston Marathon finish line?
  32. What is the name of the historic market area near Boston City Hall?
  33. Which Boston neighborhood is known for its significant Irish-American population?
  34. What is the name of the peninsula on which much of downtown Boston is located?
  35. What famous Revolutionary War site in Boston is marked by a 221-foot granite obelisk?
  36. Which Boston Harbor Island was once used as a quarantine station?
  37. Which Boston street is famous for being the setting of the TV show *Cheers*?
  38. What Boston neighborhood is named after a British officer who settled there in the 1630s?
  39. Which Boston bridge is known for its iconic cable-stayed design?
  40. Which Boston neighborhood is known for its Victorian brownstone buildings and rows of trees?
  41. What Boston neighborhood is known for its Italian heritage and famous restaurants?
  42. Which Boston area is home to the iconic swan boats in the Public Garden?
  43. What is the name of the historic Boston church where lanterns signaled Paul Revere’s ride?
  44. Which Boston institution is known as the nation’s oldest public school?
  45. Which Boston street is famous for its upscale shopping and boutique stores?
  46. Which Boston river is celebrated during the annual Head of the Charles Regatta?
  47. Which Boston area is home to the famous Red Sox stadium, Fenway Park?
  48. What Boston landmark is home to the Boston Symphony Orchestra?
  49. What is the name of the historic trail that connects Boston’s key Revolutionary War sites?
  50. Which Boston island houses a Civil War-era fort called Fort Warren?
  51. Which Boston neighborhood is known for the iconic 'Boston Harborwalk' that stretches along the water?
  52. What is the name of the Boston museum housed in a Venetian-style palace with a central courtyard?
  53. Which Boston street is part of the Freedom Trail and features historic landmarks like the Old State House?
  54. Which Boston neighborhood is home to the John F. Kennedy Presidential Library and Museum?
  55. Which Boston park is nicknamed 'The Crown Jewel of the Emerald Necklace'?
  56. What Boston building is nicknamed 'The Hub on Causeway' and features retail and dining spaces?
  57. What Boston neighborhood is home to Boston University and numerous student housing options?
  58. What Boston building, completed in 1976, is known for its striking Brutalist architecture?
  59. Which Boston subway line is the oldest in the United States?
  60. What Boston site marks the location of the Boston Massacre of 1770?
  61. What Boston neighborhood is known for its historic Black community and the African Meeting House?
  62. Which Boston university is located along the Charles River in the Back Bay area?
  63. What is the name of the iconic golden-domed building in Boston that serves as the state capitol?
  64. Which Boston neighborhood is home to the Arnold Arboretum, a 281-acre park and research facility?
  65. Which Boston landmark features 16 bronze ducks inspired by the children’s book *Make Way for Ducklings*?
  66. What is the name of the Boston tower known for its observation deck with panoramic city views?
  67. Which Boston neighborhood is home to a bustling Chinatown with authentic Asian cuisine?
  68. Which Boston historic site is known as the birthplace of Benjamin Franklin?
  69. Which Boston neighborhood is home to the historic Charlestown Navy Yard and the USS Constitution?
  70. Which Boston transportation hub is located near the Boston Harbor and offers commuter and Amtrak services?
  71. What is the name of Boston’s famous marketplace, located near the waterfront, featuring shops and food vendors?
  72. Which Boston park is home to the Parkman Bandstand and Brewer Fountain?
  73. What is the name of the Boston area known for its tech startups and innovation centers?
  74. Which Boston bridge connects the neighborhoods of Charlestown and the North End?
  75. What Boston neighborhood was once an island and is now home to Logan International Airport?
  76. What is the name of the Boston cultural district famous for its theaters, including the Wang Theatre and the Wilbur Theatre?
  77. Which Boston harbor island is a popular destination for hiking and historical exploration?
  78. Which Boston avenue is known for its historic brownstones and tree-lined streets?
  79. What Boston library, located in Copley Square, is known for its stunning architecture and murals by John Singer Sargent?
  80. Which Boston neighborhood is nicknamed 'The Cradle of Liberty' for its role in the American Revolution?
  81. Which Boston street is known for being the site of the annual Head of the Charles Regatta?
  82. Which Boston landmark is the oldest commissioned warship afloat in the world?
  83. Which Boston neighborhood is known for its cobblestone streets and historic gaslit lamps?
  84. Which Boston institution is home to the Red Sox and one of the oldest Major League Baseball stadiums?
  85. Which Boston neighborhood hosts the historic Bunker Hill Monument?
  86. Which Boston university is home to the iconic Great Dome, a symbol of technological innovation?
  87. Which Boston neighborhood has a vibrant Italian-American culture and is famous for its Italian restaurants?
  88. Which Boston park is home to the Swan Boats, a popular attraction for visitors?
  89. Which Boston neighborhood is located directly across the Charles River from Cambridge?
  90. Which Boston neighborhood is home to the Museum of Fine Arts and Symphony Hall?
  91. Which Boston area is known for its seafood restaurants and views of the Boston Harbor?
  92. What is the name of the historic trail that connects many of Boston’s key Revolutionary War sites?
  93. Which Boston bridge is nicknamed the 'Salt and Pepper Bridge' due to its unique design?
  94. Which Boston neighborhood hosts the annual St. Patrick’s Day Parade?
  95. Which Boston island is connected to the mainland by a causeway and is a popular spot for picnics?
  96. Which Boston street is considered the heart of the city’s financial district?
  97. Which Boston neighborhood was historically known for its Irish-American population and close-knit community?
  98. Which Boston historic site marks the location of the first public school in the United States?
  99. Which Boston university is located in the Fenway neighborhood and is known for its conservatory of music?
  100. Which Boston neighborhood is known for its lively arts scene and is home to the Institute of Contemporary Art?
  101. What is the name of Boston’s famous park that was designed by Frederick Law Olmsted, also known for its swan boats?
  102. Which Boston museum is known for its Egyptian artifacts, including a famous mummy exhibit?
  103. Which Boston landmark is home to the iconic 'Make Way for Ducklings' bronze statues?
  104. Which Boston university is known for its medical school and its campus located in the Longwood Medical Area?
  105. Which Boston baseball team is known for its historic rivalry with the New York Yankees?
  106. Which Boston district is home to many high-tech companies and startups, often referred to as 'Silicon Harbor'?
  107. What is the name of the famous red brick university in Cambridge, just outside Boston?
  108. Which Boston building is known for its modern architecture and houses the John F. Kennedy Presidential Library?
  109. Which iconic Boston street is famous for its upscale shopping, restaurants, and historical landmarks?
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109 Boston Trivia Questions With Answers