Events

Join us in Gloucester, VA on 6/28 to hear Anthony Rosano and the Conqueroos mix traditional Blues and Roots elements with a modern Rock delivery featuring special guest!
 

Bringing the soul from Greensboro, North Carolina, Ranford Almond is a young singer/songwriter and troubadour that has begun to make his mark across the Southeast. Raspy fresh vocals meet the Appalachian strings of Ranford’s guitar, reminiscent of John Prine and Townes Van Zandt with his own unique stamp.
 

Roots Rock, Southern Americana, and Country Soul artist, Willie Williams, is bringing the band to Flat Iron Crossroads!
 

The Ultimate 80s Tribute band is back again! Gear up for The Deloreans on Saturday, July 19th, 2025.
 

The Mid-Atlantic's No. 1 high octane swing band, Good Shot Judy is performing in Gloucester, VA at Flat Iron Crossroads!
 

Join us as we honor the legacy of Jerry Garcia and the music he helped bring to life with Kooler Heads, Stellar Rose, and WOLPH!
 

Gary Lowder & SMOKIN’ HOT are bringing their award-winning blend of R&B, soul, and Carolina beach music to the Flat Iron stage!
 

​Blending the characteristic interplay of bluegrass instrumentation and harmonies with strong original material and exuberant energy, Fireside Collective has drawn on folk, blues, funk and a wide variety of bluegrass sounds to create a distinctive body of work that’s all their own.
 

RiverJam promises a toe-tapping, hand clapping, soul soaring collaboration of live music and song featuring performances by Ballast Band, Don Irwin, Lily Loves Jazz, and One Voice Chorus Chorale.
 

2025 American-Idol contestant, Grayson Torrence is performing at Flat Iron Crossroads with a FULL BAND!
 

The Petty Larceny Band is an award-winning group of musicians runnin' down their dream to bring you all your favorite Tom Petty songs... and more!
 

Bill, Pam, and Macon Gurley are bringing their music back to Flat Iron Crossroads featuring special guests, Bobby Hornsby and Roxy Coke.