1. On September 27, 1777, the Battle of Saratoga began in upstate New York. Though it did not take place in Massachusetts, it had a significant impact on the Revolutionary War and is considered one of the turning points in American history.

2. In 1907, the Boston Americans (now the Red Sox) won their first American League pennant on September 27. This led to their first World Series win later that year.

3. On September 27, 1961, Massachusetts Governor John A. Volpe proclaimed it "John F. Kennedy Day" in honor of the president's recent visit to the state. Kennedy was born in Brookline, Massachusetts.

4. The famous "Swampscott Conference" took place on September 27, 1919. This meeting of World War I victors was held at the home of U.S. Senator Henry Cabot Lodge in Swampscott, Massachusetts, and marked the beginning of negotiations that would lead to the Treaty of Versailles.

5. On September 27, 1963, the Massachusetts Institute of Technology (MIT) held the first-ever course on computer programming. The class taught students how to write programs in the Fortran programming language.