1. In 1682, William Penn arrived at what is now Chester, Pennsylvania, marking the beginning of the founding of the state. Penn's arrival was significant because he brought with him a vision for a just and tolerant society, as well as the principles of Quakerism.

2. On October 27, 1904, the first official automobile race took place in Pennsylvania, organized by the American Automobile Association. The race was held in Fairmount Park in Philadelphia and featured five cars competing on a six-mile course.

3. In 1941, the historic Pennsylvania Turnpike opened to traffic. The turnpike was the first long-distance, limited-access highway in the United States and revolutionized transportation in the state by providing a faster and more efficient means of travel.

4. The Pennsylvania Ballet was founded on October 27, 1963, by Barbara Weisberger. The ballet company has since become one of the most renowned in the United States, with a repertoire that includes both classic and contemporary works.

5. On October 27, 2005, the Philadelphia Phillies won their first World Series championship in team history. The victory was a major milestone for the city of Philadelphia, which had gone over two decades without a major sports championship. The team's win was celebrated with a parade through the streets of Philadelphia, attended by hundreds of thousands of fans.