“Mad Anne” was born in Liverpool, England. She first arrived in Shenandoah Valley, Virginia at about the age of 19. In 1765 she married a settler named Richard Trotter. He served in Lord Dunmore’s War and was killed on October 10, 1774 in an encounter with the Shawnee tribe forces led by Cornstalk at the Battle of Point Pleasant. His death was a turning point in Anne’s life. She left her son William with a close neighbor by the name of Mrs. Moses Mann, then joined the militia. Anne wore buckskins while carrying rifles and similar equipment for engaging in scout services, hunting, courier work and story telling.
In 1785, Anne married John Bailey, a frontiersman and ranger. The couple moved to Clendenin’s Settlement in the Great Kanawha Valley. It was here in 1791 that the local fort, Fort Lee, was under heavy threat that Anne made her legendary 100 mile ride to Fort Savannah at Lewisburg for much needed ammunition. Her path was through wilderness, and she rode both directions successfully and is credited with saving Fort Lee. She remained on duty until 1795 where the Treaty of Greenville ended the Northwest Indian War.
In 1794, John Bailey was murdered near Point Pleasant, Virginia (now WV), and his will was filed in the county court that same year. After that she lived with her son but still traveled and visited friends. A few years after John Bailey’s death, she traveled to Alabama, apparently to visit her stepson, Abram Bailey. When her son and his family left Virginia for Gallia County, Ohio she left with them. Until her death she continued to travel. Her remains were later moved to Tu-Endie-Wei State Park. The museum there shows several of her memorabilia with special mention of a design made from her hair.
Legacy- Anne Bailey Elementary School in St. Albans, West Virginia, is named for “Mad Anne” Bailey Daughters of the American Revolution chapter in Charleston, West Virginia is named in honor of Anne Bailey. A lookout tower in Watoga State Park is named for Anne Bailey.