• Nicole Atkins w/ John Gallagher Jr. & Callum

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    Nicole Atkins is an American singer-songwriter. Her influences include 1950s crooner music, 1960s psychedelia, soul music, and the Brill Building style of writing.

  • A Tribute to John Lodge – An Evening of Moody Blues Magic

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    John Lodge was the legendary bass player, songwriter, and vocalist of Rock & Roll Hall of Fame inductees The Moody Blues. As the songwriter of mega Moody Blues hits including […]

  • The Bob Polding Band w/ Mike Sharp

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    The Bob Polding Band is an Americana and Country-Rock outfit, rooted heavily in the Jersey Shore music scene. Fronted by singer-songwriter Bob Polding, the band is known for it's soulful […]

  • Maryland Hall Presents: The Holidays with Canadian Brass

    Maryland Hall 801 Chase St., Annapolis, MD, United States

    Canadian Brass has been making spirits bright for more than 50 years. Celebrate the season with brilliant brass music, beloved holiday favorites and the signature warmth and joy of one […]

    $46
  • The War and Treatyy

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    For the past decade, soulful duo The War And Treaty—the husband-and-wife team of Michael and Tanya Trotter—have released music that continues to elevate them beyond beloved industry favorites, as well […]

  • Mike Tramp of White Lion (solo acoustic)

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    Mike Tramp, legendary White Lion singer, songwriter and front man stepped out on his own in 1995 and began his 29-year long solo career. With twelve consistent solo albums to […]

  • Trevor Hall

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    Raised on the coast of South Carolina, Trevor Hall discovered early on that music wasn’t just a passion—it was a calling. At sixteen, he recorded his first album and soon […]

  • Jon McLaughlin: Home For The Holidays

    Rams Head On Stage 33 West Street, Annapolis, MD, United States

    Ring in the season with Jon McLaughlin’s Home for the Holidays, an evening of music, stories, and holiday cheer. Jon returns to the stage with his signature blend of heartfelt […]

  • Bay Winds Band Winter Concert 2026

    Bay Winds Band Winter Concert 2026
    Unity by the Bay 4 Pointless Forest Trail, Annapolis, MD, United States

    Join the Bay Winds Band for our 2026 Winter Concert Series "What's in a Word" "What's in a Word."  Half-and-half program. The non-holiday half explores works that capture one-word ideas.  […]

    $10
  • Annapolis Chocolate Binge Festival

    Inner West Street Annapolis, Maryland

    About This Event A festival celebrating chocolate! The Inner West Street Association brings you the popular Annapolis Chocolate Binge Festival to downtown Annapolis for the holidays. On Sunday, December 6th […]

    $6 – $70
  • First Sunday Arts Festival

    First Sunday Arts Festival
    Annapolis, 60 West St, 60 West Street, Annapolia, Maryland

    First Sunday Arts Festivals - Where Community and Arts FuseA monthly (May to November) street festival on the first Sunday of the month featuring 130 local and regional artisans, live […]

    FREE