Williams moved to Boston in 1990 to further explore a career in theater. She worked for a year as stage manager of the Opera Company of Boston, but on the side began to write songs, record demo tapes, and take voice lessons. In 1990, Dar recorded her first album, "I Have No History", produced by Jeannie Deva and engineered by Rob Lehmann at Oak Grove Studios in Malden, Massachusetts. One year later in 1991, Dar recorded her second album, "All My Heroes Are Dead", most of which was recorded at Wellspring Sound in Newton, MA. This album included Dar's song "Mark Rothko Song." The original recording of this song was later included in her third album "The Honesty Room". In 1993 Williams moved to Northampton, Massachusetts. Early in Williams's music career, she opened for Joan Baez, who would make her relatively well known by recording some of her songs (Williams also dueted with Baez on "Ring Them Bells"). Her growing popularity has since relied heavily on community coffeehouses, public radio, and an extensive fan base on the Internet.