Events

Returning to Flat Iron Crossroads is Pressing Strings, a four-piece band based out of Annapolis, Maryland performing a blend of indie, soul rock, and Americana roots.
 

Lucid Evolution is an embodiment of the unearthly synergy. This ensemble is a funk-rock jam band from Richmond, VA!
 

Call it a RoosterWalk pre-game! Come on out to hear Freedom Junction, a funk rock jam band from Nashville, TN.
 

Get ready to ROCK the night with three Virginia-based alternative rock bands: LeSabre (Gloucester), SuperFang (Norfolk), and Oceans (Portsmouth)! Each band will play a 45-minute set of published originals including a new album by LeSabre.
 

Ready for some Toe Tappin’, Finger Poppin’, Hip Shakin' Blues? Join us on Saturday, May 31st at Flat Iron Crossroads in Gloucester, VA to hear Bobby BlackHat Band!
 

We are excited to announce that Reggae Fest is back on Saturday, June 7th! This year we are welcoming Stuck on a Name, Lions Bridge, and headliner, Mighty Joshua to spread peace and love through music and community.
 

Join us to hear Lord Nelson Band playing original rock and roll from the foothills of Virginia’s Blue Ridge Mountains.
 

America's premier British Invasion band performing British pop, rock & prog hits of the mid 60's & 70's, faithfully recreated to sound just like the original recordings, just like you remember.
 

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.