Events

Flat Iron Crossroads and the Cook Foundation's Gloucester Arts Festival are pleased to announce Bobby BlackHat Band performing on June 22nd at Flat Iron Crossroads!
Bobby BlackHat, Virginia’s Blues Ambassador, award-winning recording artist, harmonica player, vocalist, songwriter, comedian, and producer has been playing harmonica for over 46 years. Bobby is a retired U.S. Coast Guard Commander with 27 years of distinguished service, including serving as Military Aide to the President and being awarded the Coast Guard Medal for Heroism.
 

No holds barred funk, blues, and rock that marries the sounds and spirits of Detroit Rock City, Memphis, and Mussel Shoals. In the remarkable 25-year career of The Boneshakers, the iconic band has always been led by world-renowned guitarist Randy Jacobs of Was (Not Was). The band and members have toured and recorded with Bonnie Raitt, BB King, Keb Mo, Aretha Franklin, Elton John, Bootsy Collins, Tears 4 Fears, Bob Dylan, Stevie Wonder, Gov’t Mule, and Iggy Pop…just to name a few.
 

The Deloreans are known for their dynamic ‘80s costumes, unstoppable energy, and their ability to bring down the house EVERY time. We welcome ALL ages for a fun night of 80’s sing along tunes starting at 6pm. Food trucks, beverages, and vendors are present on-site!

The Wilson Springs Hotel is a high-powered country and bluegrass outfit based out of Richmond, Virginia. The band combines tones of traditional country and western swing, bluegrass, folk, and rock to create a unique sound that is simply their own. The band travels as a five-piece unit; coming from a diverse background of musical influences, they bring new and exciting stylings to the classic sounds of American Country and Bluegrass.
 

THE SWING AND THE SWAGGER…
It’s hard to nail an exact moment when Good Shot Judy came to life.
It could have been when brothers Brett and Jeff Cahoon stepped away from the success they’d achieved with their punk band Ten Years from Now and chose instead to see what they could do with the old-time jazz standards they’d admired for so long. The brothers Cahoon formed a small combo, and – wouldn’t you know it? – plenty of others felt the same groove.
 

On Saturday, 8/3/2024, Caleb Dillard will return to Flat Iron Crossroads with The Blue Ridge Hombres and special guest, Paige Emily! Warming up the stage is Nick Kump who will go on at 6:30pm. Doors open at 5:30pm along with food truck, The Pull Up.
 

LFD brings the experience of being at a Grateful Dead concert to life at this beautiful venue, Flat Iron Crossroads. We're proud to be a part of this year's concert series and to help continue this unique musical tradition in Gloucester, VA.

The show will be opened by Dead Rise from 5:00-6:00pm. Last Fair Deal will perform from 6:30-9:30pm. We anticipate the show being outdoors with vendor, Rock Chakra and food truck, Get Cheesy. Doors open at 4:00pm - bring a lawn chair, blanket, and grab a drink at the FIX' Bar inside.
 

Playing Carolina beach music this Saturday, August 17th is Jim Quick & Coastline! The show will be outdoors starting at 6:30pm. Arrive as early as 5:30pm to set up your lawn chair, grab a rum cocktail at the FIX bar, and order dinner with Island Time Delights serving authentic Filipino classics. Children ages 12 and under are free!
 

Pressing Strings is performing in Gloucester, VA on 8/24/2024 starting at 6:30pm. Arrive as early as 5:30pm to choose your seat, grab a drink from the FIX Bar, and order dinner from Old City Barbecue!
 

Join us in Gloucester, VA on Saturday, 9/7/2024 for an evening of folk, bluegrass, and original tunes with sweet vocals and acoustic instrumentation with Bill & Pam Gurley and Friends. Doors and food truck, The Pull Up, open at 5:30pm. The show starts at 6:30pm. Children ages 12 & under at free.
 

Flat Iron Crossroads is bringing together three Virginia based bluegrass band on Saturday, 9/14/2024 to feature Rappahannock Crossing, The Tidewinders, and Bill Jenkins & The Virginia Mountain Boys!

Doors open at 3:30pm and showtimes are 4:30pm, 6:00pm, and 7:30pm respectively. The food truck will be Island Time Delights, serving classic Filipino dishes! If the show is outdoors, bring a lawn chair!
 

Corey Arceneaux and the Zydeco Hot Peppers will be returning to Flat Iron Crossroads for the 3rd time on Saturday, September 21st. The show will be outside, so bring a lawn chair! Before the show, instructor Talia Moore will be offering a free zydeco style dance lesson. Join the fun when the doors open at 5:30pm, dance lessons start at 6:00pm, and the show begins at 6:30pm. The food truck will be Old City Barbeque. See the menu on Facebook. Beverages are available at the FIX Bar inside. Children ages 12 and younger are free and pets are welcome since it's outside!