• Dinner Under the Stars

    Inner West Street Annapolis, Maryland

    Hosted by eight local restaurants with outdoor cafe dining on the street.   Located in Historic Annapolis,  Dinner Under the Stars brings visitors and the community together to meet, greet, […]

  • Create a Play

    Create a Play

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Create A Play Wednesdays 5:30-6:30 pm Ages 6-11 Class Dates: 10/15/25 – 12/10/25   ​​Attention, young drama kids, playwrights, directors, and actors! Are you ready to embark on a thrilling adventure […]

    $20
  • Katie Pruitt: Time Wasn’t Wasted Tour w/ Jess Nolan

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

    Katie Pruitt is living proof of music’s power to transform the way we experience the world. Soon after the arrival of her acclaimed debut Expectations—a 2020 LP on which she documented […]

    $30 – $40
  • Solo Exhibition with Artist Catherine Rupan Mapp

    Chesapeake Arts Center 194 Hammonds Lane, Studio 194, Brooklyn Park, MD, MD, United States

    Half Remembered, Half Made A solo exhibition by Artist Catherine Rupan Mapp Opening Reception: October 16, 2025, 6 - 8 pm Complimentary drinks and light snacks will be served during […]

    Free
  • Echoes Of Our Ancestors: Celebrating Hispanic Heritage Month Exhibition

    Chesapeake Arts Center 194 Hammonds Lane, Studio 194, Brooklyn Park, MD, MD, United States

    Echoes Of Our Ancestors: Celebrating Hispanic Heritage Month Exhibition Echoes Of Our Ancestors A group exhibition celebrating Hispanic Heritage Month Opening Reception: October 16, 2025, 6 - 8 pm Complimentary […]

    Free
  • Art Bar: Create, Sip + Socialize

    Art Bar: Create, Sip + Socialize

    ArtFarm Annapolis 111 Chinquapin Round Rd., Suite 200, Maryland

    Skip the Bar, Create at Art Bar! Third Thursdays | 6-8PM Trade your typical night out for something extraordinary. Welcome to Art Bar – where creativity meets community in a […]

    $28
  • Gallery Reception with Artist Catherine Rupan Mapp

    Chesapeake Arts Center 194 Hammonds Lane, Studio 194, Brooklyn Park, MD, MD, United States

    Half Remembered, Half Made A solo exhibition by Artist Catherine Rupan Mapp Opening Reception: October 16, 2025 6 - 8 pm Complimentary drinks and light snacks will be served during […]

    Free
  • Colonial Cocktails: Spirits with the Spirits

    Historic London Town & Garden 839 Londontown Road, Edgewater, Maryland

    As the sun sets and shadows grow longer, fortify yourself with lamb’s wool and whiskey punch as we tell ghostly stories from the 18th century and learn how old-world All […]

    $26. – $34
  • South County Concert Association presents Lauren Jelencovich

    South River High School 201 Central Avenue East, Edgewater, MD, United States

    South County Concert Association 2025-2026 Concert Series – 50th Season www.southcountyconcertassociation.org Celebrate our 50th anniversary with us. Join our 2025-26 season. ⬥ Lauren Jelencovich, Thursday, October 16, 2025. Lauren Jelencovich […]

    Free – $30
  • The Steve Morse Band

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

    Reunited and performing together for the first time in over 10 years, the Steve Morse Band returns with a long-awaited live set including fan favorites from the band’s illustrious career. […]

    $45 – $75