1. Halloween's origins can be traced back to pre-Christian Celtic harvest festivals. However, it wasn't until the late 19th century that Halloween became a popular holiday in America. In the early 20th century, Halloween festivities centered around mischief and vandalism. In Massachusetts, towns would sometimes hire extra police officers to keep an eye on Halloween revelers.

2. On October 31, 1517, Martin Luther famously nailed his Ninety-Five Theses to the door of the All Saints' Church in Wittenberg, Germany. This event is considered the beginning of the Protestant Reformation. While Luther's actions happened in Germany, their impact was felt in Massachusetts and throughout America. The Puritans, who arrived in Massachusetts in the early 17th century, were heavily influenced by Protestant theology.

3. In 1864, the Commonwealth of Massachusetts celebrated its Emancipation Day on October 31. This day commemorated the passage of a state law that abolished slavery within its borders. Massachusetts was the first state to abolish slavery via legislative action.

4. On October 31, 1940, the Massachusetts Turnpike Authority was created. The Massachusetts Turnpike is a 138-mile toll road that extends from Boston to the New York state border. The highway played a significant role in the development of Massachusetts' suburbs and rural areas.

5. In 2004, the Boston Red Sox won their first World Series in 86 years on October 31. The Red Sox defeated the St. Louis Cardinals in Game 4 of the series, clinching the championship. This was a significant moment in Boston sports history and led to celebrations throughout the city.