Who We Are

Musicians, Songwriters, Educators

The sound from the mountains of Appalachia has long been swelling at its banks, on the verge of spilling over the confines of folk and electronic music convention. The Woodsheep aim to highlight the diversity, creativity, and storytelling that abound in their ever-evolving eastern Kentucky home by shoring up their own roots. 

Founders Andrew Preston and Austin Tackett met as Morehead State University students at the Kentucky Center for Traditional Music in 2015 and formed the original duet known as The Woodsheep. Soon after, the duo were joined by bassist Melissa Caskey and drummer Matt Holleran, and under the direction of Preston, grew into a shifting collective of artists known for its blend of simple and infectious melodies, soaring vocal harmonies, contemplative lyrics, and foot-stomping rhythm, all focused in on the whimsical nature of Preston's writing.

In 2016, The Woodsheep released their debut record, Watching Mars, followed by a successful record release tour. In only a year, they had collected an impressive repertoire of original indie music, Appalachian folk standards, and a year-long North American tour to promote the record, earning them regional and international success and a reputation for quirky showmanship. What began as a folk duet quickly shifted into full arrangements of original jazz, folk, and experimental pop inspired pieces, inviting other musicians into the mix for varied sets focused primarily on the theatrical writing of Preston and a reflection of American roots music.

In 2017, the announcement of a hefty spring-summer tour and new single “Perspective of a Winter Leaf” marked the focus on a sophomore record. The Woodsheep embarked on their first international stint to The People's Republic of China, alongside Raymond McLain and Sarah Wood. Their sophomore record, Sleeping Under Stars, was released May 11 after the release of the lead single, "Lost". After completing a lengthy international tour through The People's Republic of China, the UK, and Ireland, The Woodsheep have embarked on a regional homecoming tour to promote the new record.

The Woodsheep encompass the growing culture of the mountains by tangling their own roots with those of the past. Tradition is ongoing and ever changing, and they hope to join you in forging it together.

Meet The Band


Andrew Preston

-banjo, piano, guitar, ukulele

Melissa Caskey

-bass, autoharp, guitar

Matt Holleran

-drums, guitar