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  • ART @ THE PARK 2026

    Quiet Waters Park 600 Quiet Waters Park Rd, Annapolis, MD, United States

    Join Friends of Quiet Waters Park for their annual ART @ THE PARK! October 17–18, from 10 a.m. to 4 p.m Activities & Food: Enjoy live music, an outstanding display […]

  • Stories & Art @CAC

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

    Join us for a story time that sparks imagination. Each session pairs a children’s book with a hands-on art activity inspired by the story. Peek into Halloween with “The Very […]

    Free

  • Stories & Art @CAC

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

    Join us for a story time that sparks imagination. Each session pairs a children’s book with a hands-on art activity inspired by the story. Peek into Halloween with “The Very Hungry […]

    Free

  • Annapolis Watercolor Club Presents a Watercolor Workshop with Naomi Clark-Turner

    St. John Neumann Church, Seelos Hall Seelos Hall, 620 N. Bestgate Rd., Annapolis, MD, United States

    The Annapolis Watercolor Club presents a one-day, in-person, watercolor workshop with artist Naomi Clark-Turner: "Simple Landscapes with Watercolor Pen and Ink". The workshop is open to both members and non-members. […]

    $95 – $115

  • Free Family Workshop: Mini Monster Masks

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

    Spend the afternoon making art as a family. Each workshop offers a fun, hands-on project that encourages creativity for all ages. Turn paper plates into spooky monster masks for Halloween […]

    Free

  • Classic Theatre of Maryland presents “HAMLET”

    Classic Theatre of Maryland 1804 West Street, Annapolis, MD, United States

    Experience the play that has captivated audiences for over four centuries as Classic Theatre of Maryland opens its season with Shakespeare's greatest masterpiece. Set within the intrigue of the royal court […]

  • Spookyfest @ Children’s Theatre of Annapolis

    Children's Theatre of Annapolis, 1661 Bay Head Road, Annapolis, MD 21409 1661 Bay Head Road, Annapolis, MD, United States

    CTA’s Biggest Fall Festival Ever! Are you ready for THE MOST FUN community event of the year? Children's Theatre of Annapolis (CTA) is pulling out all the stops for Spookyfest […]

  • Greater Annapolis Ballet Presets The 6th Annual HOPE Dance Concert

    Annapolis Town Center 1906 Towne Center BLVD, Annapolis, MD, United States

    Join Greater Annapolis Ballet for an inspiring evening of dance, community, and purpose at our 6th Annual HOPE Dance Concert! This special performance brings dancers together to share the power […]

    $5.00

  • La Sylphide

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

    A captivating tale of love and the supernatural with the Ballet Theatre of Maryland Be transported to the rugged hills and misty skies of the Scottish Highlands in this quintessential […]

    $36 – $62

  • Classic Theatre of Maryland presents “HAMLET”

    Classic Theatre of Maryland 1804 West Street, Annapolis, MD, United States

    Experience the play that has captivated audiences for over four centuries as Classic Theatre of Maryland opens its season with Shakespeare's greatest masterpiece. Set within the intrigue of the royal court […]

  • Co-op: Figure Studio – Gesture Sunday Try-it!

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

    Sunday, 10/18/26, 1pm-4pm, Room: 214, Price: $20.70 (TFA26COP04) Join the Maryland Hall Figure Co-op group for a three-hour Sunday afternoon session. This session will have short poses: 2 min to […]

    $20.70

  • La Sylphide

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

    A captivating tale of love and the supernatural with the Ballet Theatre of Maryland Be transported to the rugged hills and misty skies of the Scottish Highlands in this quintessential […]

    $36 – $62

  • You’re A Good Man, Charlie Brown

    You’re A Good Man, Charlie Brown
    Annapolis Mall 2002 Annapolis Mall Rd, Annapolis, MD, United States

    EXTENDED due to demand.  Follow the adventures of Charlie Brown and the Peanuts gang. Compass Rose Theater received a Helen Hayes Award Recommendation for this popular musical. Show at Live […]

    $15 – $55

  • Classic Theatre of Maryland presents “HAMLET”

    Classic Theatre of Maryland 1804 West Street, Annapolis, MD, United States

    Experience the play that has captivated audiences for over four centuries as Classic Theatre of Maryland opens its season with Shakespeare's greatest masterpiece. Set within the intrigue of the royal court […]

  • Maryland Concert Series Presents…Groove Spot Band & Show

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

    Maryland Concert Series Presents... Groove Spot Band & Show Sunday, October 18, 2026 Hammonds Lane Theatre 3PM $15-$30 I ( $1.45-$1.90 fees)

    $1.45 – $30

  • Collector’s Choice 2026

    Volvo Cars Annapolis 333 Busch’s Frontage Road, Annapolia, Maryland

    MFA’s biggest fundraiser, Collector’s Choice, is your exclusive chance to wine and dine with MFA’s impressive membership of artists, while also treating yourself to a new piece of art. Guests […]

    Varies