• An Evening with Peppino D’Agostino (A Mansion Concert for Friends)

    Annapolis Friends Meeting 351 Dubois Rd, Annapolis, PA, United States

    On Friday, October 30, 2026, world-renowned acoustic guitarist Peppino D'Agostino will perform in the multipurpose room of the Annapolis Friends Meetinghouse (AFM - Annapolis, MD) - 6:00 PM Doors / 7:00 […]

    $35.00
  • The Pirates of Penzance

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

    Duty, love, and laughter set sail in this swashbuckling comedy! The Pirates of Penzance is a delightful adventure filled with romance, mischief, and mistaken identity! Young Frederic believes his years of […]

    $28 – $120
  • Day of the Dead

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

    Celebrate Culture, Community, and Tradition! The Day of the Dead Festival (Día de los Muertos) is an annual Annapolis' celebration with live music, traditional dance, altars, art, food, and family-friendly […]

  • Motown Concert- Dinner Under the Stars

    Dinner Under the Stars West St and Calvert St, Annapolis, United States

    Motown Concert on Saturday, October 31, 5- 9 p.m. Dinner Under the Stars About the event 🎶 FREE MOTOWN CONCERT IN ANNAPOLIS! 🎶 Spice and Motown Magic are back! Join […]

  • That 70’s Halloween Jam

    Log Rhythm Media, 1801 West St #100, Annapolis, MD 21401, USA 1801 West Street Suite 100, Annapolis

    A Party for the Grownups! Fundraiser for Chesapeake Children's Museum Dress in your best 70's or Halloween costume! PRICE DROP $20 Proceeds go to The Chesapeake Children's Museum

    $20
  • 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 Pirates of Penzance

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

    Duty, love, and laughter set sail in this swashbuckling comedy! The Pirates of Penzance is a delightful adventure filled with romance, mischief, and mistaken identity! Young Frederic believes his years of […]

    $28 – $120
  • FORCES OF NATURE

    FORCES OF NATURE
    Maryland Hall 801 Chase St., Annapolis, MD, United States

    Luke Soneral An Overture: The Mouse and its Shadow Reinaldo Moya Vestido de Mar, with violinist Francesca Anderegg Pyotr Ilyich Tchaikovsky The Tempest, Op. 18 Igor Stravinsky Divertimento from Le […]

  • FORCES OF NATURE

    FORCES OF NATURE
    Maryland Hall 801 Chase St., Annapolis, MD, United States

    Luke Soneral An Overture: The Mouse and its Shadow Reinaldo Moya Vestido de Mar, with violinist Francesca Anderegg Pyotr Ilyich Tchaikovsky The Tempest, Op. 18 Igor Stravinsky Divertimento from Le […]

  • Annapolis Jazz & Roots Festival – Maryland Hall Presents- Makaya McCraven

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

    Drummer, composer and producer, "beat scientist" Makaya McCraven reshapes jazz by bringing improvisation together with hip-hop production and musical traditions from around the world. "Makaya McCraven is a prolific drummer, […]

    $48 – $58