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  • Glen Boswick & the Sounds of Swing Orchestra

    Harry M. Ward Auditorium - Mathews High School 9889 Buckley Hall Rd, Mathews, VA, United States

    Join Concerts by the Bay for their 2023-24 season! Since 1977, The Sound of Swing Orchestra has been Hampton Roads leading premiere big band swing dance orchestra. Specialist in the […]

    $25

  • Jose Ramirez at Flat Iron Crossroads

    Flat Iron Crossroads Gloucester, VA, United States

    Watch Latin America's Rising Blues Star, Jose Ramirez! Je is Latin America’s #1 blues artist and has played with some of the biggest names in the blues industry. These artists include […]

    $20

  • Bill & Pam Gurley at Flat Iron Crossroads

    Flat Iron Crossroads Gloucester, VA, United States

    Folk, bluegrass, and original tunes with sweet vocals and acoustic instrumentation. Bill and Pam Gurley are well known musicians from the Tidewater region of Virginia. They have entertained audiences for […]

    $18

  • Land Conservancy Williams Wharf

    Party at the Wharf Summer Series #7

    Williams Wharf 1039 Williams Wharf Road, Mathews, VA, United States

    Music, food truck(s), cash bar and fun for all ages! Music by Bad Ace, food by 2 Salty River Chicks Bring a friend and a chair. No coolers please. $5 at the gate (children 12 and under are free)

    $5

  • The Flat Tones

    Brent and Becky's 7900 Daffodil Lane, Gloucester, VA, United States

    Join Concerts by the Bay at Brent and Becky's Bulbs for a relaxed venue in the gardens. The Chesapeake Lounge will be open for seating to listen to the ever-popular harmonies of the Flat Tones. Beer and wine available for purchase from 1-3pm. Tickets $25, available at the Mathews County Visitor & Information Center and at […]

    $25

  • 19th Street Band

    Flat Iron Crossroads Gloucester, VA, United States

    The 19th Street Band has entertained crowds at festivals such as, DelFest, Charm City Bluegrass Festival, National Cherry Blossom Festival, Kingman Island Bluegrass Festival, The Washington Folk Festival, Iowa Irish Festival, Annapolis Irish Festival and Maryland Irish Festival. The band has been featured as a regular artist at the Open House Festival in Bangor, Northern […]

    $20

  • Caitlin Krisko & the Broadcast

    Flat Iron Crossroads Gloucester, VA, United States

    Known for her soaring vocal performances, Caitlin Krisko and The Broadcast is a powerhouse soul rock band hailing from Asheville, North Carolina. Established in 2021, Krisko's electrified and unforgettable performances led to her working with members of Tedeschi Trucks Band and David Bowie's Blackstar Band on the band’s newest studio album Lost My Sight.  

    $20

  • Virginia’s Li’l Ole Opry: Oldies Show (70s/ 80s)

    Harry M. Ward Auditorium - Mathews High School 9889 Buckley Hall Rd, Mathews, VA, United States

    There are just too many great songs to do only one Oldies show, so this show will AGAIN take you back in time to the “good ol’ days” of country and rock and roll from the decades of the 70’s and 80’s!

    $15
  • Zoll Vineyards

    Harvest Festival & Ghost Hunt

    Zoll Vineyards 10309 Vineyard Rd., Dutton, VA, United States

    Join Zoll Vineyards as they bring in this beautiful harvest season- along with VA Wine! Harvest parties across VA will start this weekend and into Oct. 21. This home-grown holiday is a day to toast the richness of our region. The Vineyard will feature local farm vendors who specialize in organically grown produce and goods- […]

  • Dinner on the Deck

    Under the Stars Farm 11532 Harcum Rd, Gloucester

    Imagine a fall evening breeze, the sound of live music, and dinner under the stars -it's the perfect date night ambience. Join Under the Stars Farm and experience Dinner on the Deck a one of a kind dining experience. LIVE music, crisp cool air, the turning of the leaves, outdoor heaters, a scrumptious charcuterie board and […]

    $125

  • Larry Keel Experience

    Flat Iron Crossroads Gloucester, VA, United States

    Larry Keel is an award-winning innovative flat picking guitarist and singer/songwriter hailing from Appalachia. Raised in a musical family steeped in the mountain culture of the region, Keel began from an early age to forge a distinctive sound, taking traditional music and infusing it with modern light. With the acoustic guitar Keel has brought the […]

    $20

  • The Wilson Springs Hotel: Concert

    Flat Iron Crossroads Gloucester, VA, United States

    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, […]

    $20

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