• Pressing Strings

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

    Hailing from Annapolis, Maryland, the powerhouse trio Pressing Strings, led by guitarist and vocalist Jordan Sokel, has earned a loyal following with their genre bending blend of blues, rock, and […]

  • Holiday Dra Brunch (matinee)

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

    Join Tula and Regina, and some of the DMV's finest, as we celebrate the holidays.  No matter what you celebrate, we got you covered.  So grab the family, and even […]

  • Morgan James

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

    “A phenomenal talent whose feel for classic soul music is bone deep...This woman is on fire.” -The New York Times Morgan James has a voice that needs to be heard; […]

  • Steven Page formerly of Barenaked Ladies

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

    Steven Page will be touring with his Trio for a special series of shows to support his new holiday album,Steven’s Greetings, set for release in the fall of 2026. The […]

  • Peter Mayer: A Stars & Promises Christmas “This Town”

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

    Guitarist, Vocalist and Songwriter Peter Mayer brings his acclaimed Christmas tour to the stage this holiday in “A Stars and Promises Christmas – “This Town.” Mayer is a frequent traveler […]

  • Jimmie’s Chicken Shack Holidaze Tour

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

    Jimmie's Chicken Shack is an American alternative rock band from Annapolis, Maryland. They emerged through MTV as one of the first post-grunge bands of the era. Blending funk-metal with elements […]

  • Captiol Fools

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

    What happens when Washington, D.C.’s premiere, political satire group - The Capitol Steps - call it quits after nearly 40 years? Most folks would agree that it was a great […]

  • Stephen Kellogg

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

    A Stephen Kellogg performance is like watching Ted Lasso live. Whether he’s playing music or doing stand-up, his shows leave people inspired and restored. For more than two decades, this […]

  • The Seldom Scene

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

    Fifty-three years into a legendary career, much has changed about The Seldom Scene, starting with the venerable progressive bluegrass quintet’s various lineup iterations over time. But even as band members […]

  • 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
  • Shari Puorto Band performing at 49 West, 1/9/27

    49 West Cafe and Gallery 49 West Street, Annapolis, Annapolis

    Shari Puorto Band performing at 49 West Coffeehouse & Wine Bar, 1/9/27 Dates:  1/9/27 7:30pm Venue:  49 West Coffeehouse, Wine Bar & Gallery Address:  49 West Street, Annapolis, MD Detail […]

    $21.00
  • Pasta & Puccini

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

    A perfect pairing, rooted in Italian traditions Some things feed the body, some things feed the soul, and this event does both! Join us for an intimate evening where soaring […]

    $116
  • 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
  • The Ugly Duckling: A Children’s Opera

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

    A story of belonging and becoming. Based on the beloved fairy tale by Hans Christian Andersen, The Ugly Duckling is a heartwarming opera about discovering who you truly are. Follow one small […]

    $20
  • The Magic of Mozart

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

    Unforgettable moments from a musical legend! Just as today’s pop stars shape culture and trends, Mozart captivated audiences with his brilliance and larger-than-life reputation, proving that great music can leave […]

    $28 – $42
  • 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