• Oktoberfest

    West Annapolis Annapolis Street, West Annapolis, Maryland, United States

    We’re happy to partner once again with RAR Brewing and Chessie's Wharf on Sunday, September 28 for our annual Oktoberfest. Savor an ice-cold brew, feast on delicious bites from local restaurants and food trucks, and kick off your holiday shopping early with unique finds from our variety of vendors. (DNML)

    Free
  • Los Lonely Boys

    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    For Los Lonely Boys, family has always been at the core of their music and lives. After years of constant touring, the trio took a much-needed break in 2019 to …

    $96 – $120
  • Victory Boyd

    Rams Head On Stage, 33 West St, Annapolis, MD 21401, USA

    “There is a rich legacy of music that originates from both the trials and triumphs of the African-American experience, a legacy that flows like a river through generations and waters …

  • Echoes of the Earth

    Echoes of the Earth
    Maryland Hall 801 Chase Street, Annapolis, Maryland, United States

    From the whispered stillness of Antonín Dvořák’s Bohemian landscapes to the searing emotional power of Jennifer Higdon’s Cello Concerto—brought vividly to life by Julian Schwarz—Echoes of the Earth invites you into a world where …

    $25
  • Children’s Bike Rodeo

    Kinder Farm Park 1001 Kinder Farm Park Road, Millersville, United States

    The free Children’s Bike Rodeo is for ages 4 – 10 and will take place at Kinder Farm Park on October 4, 2026 from 1:00 pm to 3:00 pm. Lifeline 100 …

  • Family Fun Safari Ride

    Kinder Farm Park 1001 Kinder Farm Park Road, Millersville, United States

    The free Family Fun Safari Ride is from 1:30 pm – 3:30 pm at Kinder Farm Park. Lifeline 100 is pleased to be an inclusive event! We welcome riders with …

    Free