Caleb Bailey & Pains Run
bluegrass
Caleb Bailey & Paine's Run is a Virginia bluegrass band led by singer Caleb Bailey. Its recordings include the album Pride of Appalachia and the single United Flight 93, a collaboration with Wayne Taylor, and Bailey has been invited to sing the national anthem at the National Fallen Firefighters Foundation's memorial weekend.
Upcoming shows in Virginia
- Bluegrass in the Park — Wednesday, August 19, 2026 · 7:00 PM at Gypsy Hill Park
- Caleb Bailey & Pains Run — Saturday, September 5, 2026 · 11:00 AM at Highland County Fair, Va
- Caleb Bailey & Paine's Run — Saturday, September 12, 2026 · 6:00 PM at The Alpine Goat Brewery
- Merry Mountain Christmas hosted by Caleb Bailey & Paine's Run — Saturday, December 5, 2026 · 6:00 PM at Grottoes Fire Department
- Hills of Home Festival — Wednesday, May 26, 2027 · 12:00 AM at Hills of Home Park
- No Bull Just Bluegrass Festival hosted by Caleb Bailey & Paine's Run — Thursday, July 1, 2027 · 12:00 AM at Rockingham County Fairgrounds
- No Bull Just Bluegrass Festival hosted by Caleb Bailey & Paine's Run — Friday, July 2, 2027 · 12:00 AM at Rockingham County Fairgrounds
- No Bull Just Bluegrass Festival hosted by Caleb Bailey & Paine's Run — Saturday, July 3, 2027 · 12:00 AM at Rockingham County Fairgrounds
Where they play in Virginia
- Gypsy Hill Park
- Highland County Fair, Va
- The Alpine Goat Brewery
- Grottoes Fire Department
- Hills of Home Park
- Rockingham County Fairgrounds
Past shows in North Carolina
- North Carolina State Bluegrass Festival — Thursday, August 13, 2026 · 12:00 PM at Happy Holiday Rv Village