In the Spring of 2000, a twenty-two year old Hutchinson completed her BA in Creative Writing, quit her long time job on an organic vegetable farm in the Berkshire Hills of Massachusetts, abandoned her room above a chicken coop, and hit the road. She went on to win a New Folk Award at the Kerrville Folk Festival in Texas, the Rocky Mountain Folks Fest and the Telluride Troubadour Songwriter's Showcase in Colorado, as well as The Chris Austin Songwriting Contest at Merlefest in North Carolina, all in the course of a year.

Performing Songwriter calls Hutchinson, "...A master of introspective ballads filled with understated yearning and an exquisite sense of metaphor." In 1996 Meg independently released her debut self-titled CD and in 1999 she released her second independent album 'Against The Grey' on her own label Little Red Hen Music. In April of 2001 'Against The Grey' was nominated for a Boston Music Award for best "Debut Singer-Songwriter Album" of the year. In December of that same year Hutchinson releas