Flat Iron Crossroads

Dara James and the Soul Disciples
2026-07-18 18:30 - 21:00 (America/New_York)
$20/$25
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Dara James and the Soul Disciples, a powerhouse organ trio delivering a captivating blend of authenticity, groove, and soulful musicianship to every stage they hit. The band brings Dara’s acclaimed original songwriting alongside refreshing, high-energy interpretations of blues, funk, R&B, and soul — raw, uplifting, and deeply rooted in tradition, yet unmistakably their own. Most recently, Dara James and the Soul Disciples earned recognition on the national stage as a semi-finalist at the International Blues Challenge 2026. Award-winning singer-songwriter Dara James started his professional gigging music career at only 11 years of age playing harmonica for the popular New River Valley-based band, Upland Express. From there, Dara found a popular blues band in Central Virginia known as the Jon Spear Band, where his talent as a quadruple-threat musician became even more apparent as a master of harmonica, vocals, electric guitar, and award-winning songwriting. Dara’s work on the band’s three CDs has earned him generous praise, such as Friday Blues Fix calling him “a blues star in the making…a gifted guitarist, singer, and songwriter,” and Professor Johnny P. calling him “a ‘guitar wizard’ who can easily get an audience up on its feet just by the strength of his playing.” Dara, alongside the Jon Spear Band, has opened for national acts such as Chris Duarte, The Iguanas, Junior Brown, Delbert McClinton, and many others. He has also competed in the 31st, 33rd, and 35th International Blues Challenge.
Tickets: $20 advance online / $25 at door.
Doors open 5:30 pm. Show: 6:30 pm.
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free with one paid (adult admission. Flat Iron Crossroads is a 501(c)(3) non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

$20/$25
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Kendall Street Company
2026-07-25 18:30 - 21:00
$20/$25
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Virginia’s Kendall Street Company are no strangers to having a wild time. The genre-fluid, eclectic rock ensemble has drawn varied comparisons to the dynamic jams of Umphrey’s McGee and Widespread Panic, songwriting of John Prine, experimental psychedelia of Pink Floyd, progressive jazz-infused rock of Frank Zappa, and off-color humor of Ween and They Might Be Giants. Including elements of crowd participation, off-the-cuff comedic bits, haphazard choreography, musical improvisation, and surprise musical guests, each Kendall Street Company concert is an experience unlike any other. You’ll laugh, you’ll cry. Just remember to stay hydrated.
Tickets: $20 advance online / $25 at door
Doors open 5:30 pm Show: 6:30 pm
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free. .Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

Jerry Birthday Celebration
2026-08-01 16:30 - 21:30
$30/$35
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Jerry Birthday Celebration with Headliner Wolph, and featuring Liquid Garcia and Cats On The Blacktop.
Gates open 3:30. Cats On The Blacktop (4:30-5:30), Liquid Garcia (6-7), Wolph (7:30-9:30). Tickets: $30 advance online / $35 at door. Gates open 3:30 pm. Show: 4:30 pm. Outside show weather permitting. Food available for purchase. Wine, beer, and non-alcoholic beverages are available at the FIX Beverage Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free with purchase of one adult admission. Flat Iron Crossroads is a 501(c)(3) non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

$30/$35
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JD Simo and Luther Dickinson
2026-08-08 18:30 - 20:30
$25/$30
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Individually, JD Simo and Luther Dickinson are building their own legacies as solo artists, sidemen, songwriters, and guitar heroes. Together, they’re a creative force to be reckoned with, making their own version of amplified American roots music. On the pair’s first collaborative album, Do The Rump!, the musicians trade blistering guitar solos, take turns at the microphone, and turn their classic influences – including hill country blues, spirituals, swamp rock, and Afrobeat – into something contemporary, reinterpreting a number of their old-school favorites into eclectic, electrifying anthems.
Joined by drummer Adam Abarashoff – whose background in Afrobeat and jazz helped push Do The Rump’s music into unexpected directions – the friends captured spontaneity in its purest form.
The partnership began onstage, where Simo and Dickinson first shared the spotlight as touring members of Phil Lesh and Friends. Dickinson had already established himself as co-founder of the Grammy-winning duo North Mississippi Allstars, as well as a celebrated guitarist for acts like Black Crowes and John Hiatt. Similarly, JD Simo had built an audience not only with his solo project, but also as a session musician for Jack White, Beyoncé, Chris Isaak, and Baz Luhrmann’s Elvis movie. JD Simo served as a key creative on the 2025 Bruce Springsteen biopic, Springsteen: Deliver Me from Nowhere, by contributing to the film’s score, soundtrack, overall musical script, and training lead actor Jeremy Allen White to play guitar.
Tickets: $25 Advance online / $30 Day of show.
Doors open 5:30 pm Show: 6:30 pm.
Indoor show
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar
Location: 7709 Flat Iron Road, Gloucester, VA
Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free. Flat Iron Crossroads is a 501(c)(3) non-profit performing arts center. Our team is 100% volunteer-based, join us! To reach us, message on Facebook.

$25/$30
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Fireside Collective
2026-08-15 18:30 - 21:00
$25/$30
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Inspired by the burgeoning art scene, close knit community, and natural beauty of Asheville, North Carolina, newgrass turned eclectic jam band Fireside Collective has spent a decade working towards this very pinnacle. Original band members Joe Cicero, guitar, Jesse Iaquinto, mandolin, Tommy Maher, resonator guitar, and Carson White, bass, began playing together in 2014 when Iaquinto gathered the group of bluegrass enthusiasts to back up some of his original songwriting.
When they began touring again after covid, Fireside drew inspiration from jambands like The Grateful Dead, the group’s agreed upon North Star. There was significantly more improvisation, changing setlists from night to night, and longer musical movements. With the introduction of Michael Tillis on drums in late 2023, the sound expanded to include heavy funk elements as well as classic rock and even ventured into techno and world music. By the end of 2024, Fireside Collective had become a true hybrid, with a strong foundation in bluegrass and folk, and healthy doses of rock n’ roll and funk, all blended together in a unique and colorful amalgam of original music.
Tickets: $25 Advance online / $30 Day of show.
Doors open 5:30 pm Show: 6:30 pm.
Outdoor Show
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar
Location: 7709 Flat Iron Road, Gloucester, VA
Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free. Flat Iron Crossroads is a 501(c)(3) non-profit performing arts center. Our team is 100% volunteer-based, join us! To reach us, message on Facebook.

$25/$30
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The Gabe Stillman Band with Special Guest Bobby Blackhat
2026-08-22 18:30 - 21:00
$22/$25
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The Gabe Stillman Band hits the stage in high gear and only goes higher as they embrace all corners of American Roots Music. Since landing in the final 8 of the 35th Annual International Blues Challenge in Memphis TN, and further honored as the recipient of the esteemed Gibson Guitar Award, Gabe and his band have been focused on expanding their footprint on a national and international level. Industry professionals have taken notice as evident by Gabe’s invitation to support ZZ Top at the famed Key West Amphitheater and as a Blues Music Award nominee in the Best New Emerging Artist Album category.
“One of the most promising young blues talents on the scene today. He’s a fine songwriter, excellent guitarist and strong singer, plus he puts on an exciting, energized show. His talent has grown by leaps and bounds over the last couple years. Don’t miss him!” – Bruce Iglauer, Founder and President, Alligator Records.
Tickets: $22 Advance online / $25 Day of show
Doors open 5:30 pm Show: 6:30 pm
Food available for purchase
Wine, beer, and soft drinks are available at the FIX Bar
Location: 7709 Flat Iron Road, Gloucester, VA
Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free. .Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer-based, join us. Connect with us on Facebook.

$22/$25
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SIPE, HADDEN, STERNBERG, COMBS
2026-08-29 18:30 - 21:00
$20/$25
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Jeff Sipe, Isaac Hadden, Quinn Sternberg, and Daniel Combs are recognized as eclectic and virtuosic musical voices in the southeastern U.S. For select dates, they are teaming up to deliver a set of music that is dance-ably delicate and effortlessly electrifying. Incorporating a myriad of musical influences, this heavyweight quartet finds no shortage of inspiration. Their collaborative spirit strives to transport both listeners and musicians to other planes of consciousness. Do not miss the rare opportunity to catch this super-group.
Tickets: $20 advance online / $25 at door.
Doors open 5:30 pm. Show: 6:30 pm.
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free with purchase of one adult admission. Flat Iron Crossroads is a 501(c)(3) non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

$20/$25
Buy now

Davy Knowles And His Band
2026-09-19 18:30 - 21:00
$20/$25
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Since bursting on to the scene with his band Back Door Slam’s critically acclaimed album ‘Roll Away’ in 2007 (“I heard the spirit of Jimi Hendrix” Patrick McDonald – Seattle Times), Davy’s star has only risen. His sophomore release ‘Coming Up For Air’ was produced by the legendary Peter Frampton (“Davy already has a recognizable style. He’s definitely the gunslinger guitarist of the 21st century,’’- Peter Frampton), with subsequent tours seeing him supporting and sharing the stage with acts such as Jeff Beck, The Who, Joe Bonamassa, Kid Rock, Lynyrd Skynyrd, George Thorogood, Brian Setzer, the Sammy Hagar-fronted supergroup Chickenfoot, and guitar hero Joe Satriani who called Davy “My favorite modern Bluesman”.
Knowles has several top-5 Billboard Blues charting albums under his belt, high profile TV appearances (Jimmy Kimmel Live and CBS Good Morning America among others), and has been praised with high accolades from heroes and press alike – but it’s not just the music industry who has taken note. Knowles was also the very first artist in history to perform live to the International Space Station directly from mission control in Houston TX, and has had his music taken to the Space Station by two astronauts, Nicole Stott and Ron Garan, on their missions orbiting Earth.
Never one to be satisfied or to sit still, Knowles has explored multiple genres and styles, from the hard-hitting 70’s classic rock influenced album ‘Three Miles From Avalon’, to the haunting acoustic delta blues of ‘1932’, and the sweet, soul-searching folk of 2023’s ‘If I Should Wander’. 2024 saw a return to the 70’s inspired guitar driven work, in the critically acclaimed album ‘The Invisible Man’, which was quickly followed up the next year with ‘MKO’ – a new project featuring Rory Gallagher band Alumni and blues-rock royalty Gerry McAvoy and Brendan O’Neill.
In November of 2025 Davy was awarded the title of ‘Global Ambassador’ by his native country, The Isle of Man, in recognition of his success as a Manx-born musician on the global stage.
Whether spending an evening onstage armed with just an acoustic guitar, or wielding his well worn and trusty Telecaster while fronting his blues/rock trio – and at any point in between the two – Davy Knowles is a versatile and formidable songwriter and musician.
Tickets: $20 advance online / $25 at door. Doors open 5:30 pm. Show: 6:30 pm. Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free. Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

$20/$25
Buy now

Tan and Soberman Gentlemen
2026-09-26 18:30 - 21:00
$20/$25
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Born and raised in North Carolina, the Tan and Sober Gentlemen began taking in the songs, stories, and tunes that make up their beloved state’s musical tradition before they could talk.
The music of the Carolinas, (and Appalachia in general) stems from the marriage of the Irish fiddle and the African banjo, which first met in the American South before the Revolution. The Tan and Sober Gentlemen aim to bring these traditions full circle. They play Irish tunes, ballads, and pub songs right next to the Appalachian fiddle tunes of their youth, melding the two into what they call “Irish-American hillbilly music.”
Meanwhile, they have earned a reputation as one of the South’s hardest-hitting live acts, playing at blazing tempos and putting every last bit of energy they possess into the show. The result is a raucous celebration of the Carolinas’ Irish heritage, with drinking, dancing, and merriment galore.
Since their formation in 2017, the six-piece band has toured the US and Ireland, playing festivals such as MerleFest, Blue Ox Festival, IBMA Bluegrass Live!, Bristol Rhythm and Roots, Appaloosa Festival, FloydFest, Rooster Walk, Ramble Fest, Shakori Hills, Raleigh Wide Open, (US), and Electric Picnic, Spraoi, and the world’s largest festival of Irish traditional music, the Fleadh Cheoil na hÉireann (Ireland). In January of 2024, in their home of Alamance County, they sold out their show at the Haw River Ballroom, recording a live album with a crowd of 800 people. “Live at the Haw River Ballroom” was released in February 2025. They released their sophomore record, Regressive Folk Music, in June 2022, and their debut record, Veracity, was named by Shite’n’Onions as one of the five best Celtic punk records of 2019 and 2020.
Tickets: $20 advance online / $25 at door. Doors open 5:30 pm. Show: 6:30 pm. Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free with one paid adult admission. Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer based, join us! To reach us message on Facebook.

$20/$25
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The Jared Stout Band
2026-10-03 18:30 - 21:00
$20/$25
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The Jared Stout Band is an alt-country powerhouse based out of Southwestern, Virginia. Fresh off the release of their second studio album, “Heavy From the Sky”, these FloydFest “On-The-Rise” runner-ups continue to deliver by bringing energetic and soulful originals to the stage. Stout’s relatable songwriting and powerful voice fronts a group of audibly and emotionally dynamic musicians that carry a performance like no other. With a musical style that’s as diverse as the Appalachian landscape they call home, this band is redefining the boundaries of country and rock.
The Jared Stout Band has quickly solidified their presence in the music scene. Their dynamic sound seamlessly weaves Appalachian rhythms with bluesy undertones, creating a tapestry of emotion and energy that resonates with audiences far and wide.
The Jared Stout Band, fronted by the soulful and relatable songwriting of Jared Stout himself, their performances are a journey through life’s ups and downs, sung with an authenticity that draws listeners in. Backed by a group of remarkably talented and emotionally-charged musicians, every note they play carries an unparalleled intensity that leaves a lasting impression. From the moment they step onto the stage, The Jared Stout Band commands attention. Their music lingers in the air, a fusion of heart and soul that captivates audiences and holds them spellbound. With each show, they prove that music is more than just notes; it’s a shared experience that leaves an indelible mark on the heart.
Tickets: $20 advance online / $25 at door. Doors open 5:30 pm. Show: 6:30 pm. Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar. Please note: Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside beverages/food are not permitted. Children 12 and under free with purchase of an adult admission. Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer based, join us!

$20/$25
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Bluegrass Roots Revival
2026-10-10 16:30 - 21:30
$30
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Bluegrass Roots Revival will feature 3 Virginia bluegrass bands. Headliner Josh Grigsby and County Line with Bill Jenkins and the Virginia Mountain Boys and Rappahannock Crossing. Doors open 3:30, Show starts 4:30. Tickets $30
Food available for purchase. Wine, beer, and soft drinks are available at the FIX Bar Location: 7709 Flat Iron Road, Gloucester, VA. Physical tickets are not distributed. Your name will be on our guest list at check-in. Coolers, cups, and outside food are not permitted. 12 and under free with the purchase of one adult admission. Flat Iron Crossroads is a 501(c)3 non-profit performing arts center. Our team is 100% volunteer based, join us!

$30
Buy now
