Sybil Ludington was the oldest of 12 children of Colonel Henry Ludington. During the American Revolution, her father was the commander of a volunteer regiment of men who lived in the country surrounding Fredericksburg, New York. On April 26, 1777, the British Redcoats captured and burned Danbury, Connecticut. When word reached her father's house, Sybil Ludington, at the age of 16, rode out through the night alone to call out the volunteer militia. Because of her heroism, the militia was able to march to Danbury and oust the British army.

Anna Huntington, born in Cambridge, Massachusetts, began sculpting small groups of animals as a young girl. Throughout her career, she was known for being able to capture the spirit of the animals she sculpted. She is also well known for her equestrian monuments (memorials depicting a person on a horse) and her garden sculpture. Many of her sculptures can be seen in Brookgreen Gardens in South Carolina. Huntington sculpted Sybil Ludington's Ride when she was 84 years old.