Featured in the 2015 IBMA Songwriter Series

"'Simplicity,' as defined by The Woodsheep, is not a lack of sophistication or nuance, but instead a determination to keep their focus uncluttered and clear in order to create rich musical palettes, as they have so successfully done with their debut release, Watching Mars."

"[The Woodsheep] are the Simon and Garfunkel of Kentucky." 
-Rosendale Cafe Guide,
Rosendale, NY

"One thing that is abundantly clear about The Woodsheep is how much they care about the quality of their performance."
-Tara Rueckert, Morehead State University 

Contact & Booking
Phone: 606-548-3654 (Andrew Preston)
Email: thewoodsheepband@gmail.com

Upcoming and Past Tour Dates


Since The Woodsheep’s inception in the summer of 2015, frontman Andrew Preston’s songwriting – experimental, but rooted in the deepest wellsprings of traditional folk music – and their quirky live shows have become among the most recognizable mainstays of central Appalachia’s burgeoning indie scene. Among their hallmarks: soaring harmonies, offbeat instrumentation, literarily dense lyrics steeped in folk storytelling tradition, all balanced by a healthy penchant for the absurd. With over 600 shows in 4 countries and two full-length records in only 3 years, Preston, Melissa Caskey, Matt Holleran, and a collective of other musicians have spilled over the confines of folk music convention by shoring up their own roots. Learn More.

Featured Music Videos

Same Old Love Songs


The Left Cat

60 Stories High - LIVE

Live Simply

Sun On My Side - LIVE


The Woodsheep are proudly sponsored by Ale81