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  • Terra Monique and Rashid Cornish Reception at the Arundel Center

    Arundel Center 44 Calvert Street, Annapolis, MD, United States

    Join Anne Arundel County and the Arts Council in celebrating artists Terra Monique and Rashid Cornish at their solo exhibition reception, held at the Arundel Center.  

    Free

  • Andrew Duhon: Stop Motion Tour ’26

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

    Blending the gritty, bluesy, folksy, country sounds of his home with the experience of traversing the country and immersing himself in the broad array of cultures across the American landscape, […]

  • Chrissi Poland & Forever Muscle Shoals

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

    A true soul singer at heart, Chrissi is known for both silencing a room and bringing that room of listeners to their feet with her transcendent vocal ability and deep […]

  • Sketch Night 2026

    Sketch Night 2026
    ArtFarm Annapolis 111 Chinquapin Round Rd., Suite 200, Maryland

    Teens and Adults Welcome! Live figure drawing meets killer playlist. A unique life drawing experience featuring models ranging from burlesque performers to professional life models, in both costume and nude. […]

    $25 – $325

  • Nao Yoshioka

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

    A contemporary soul singer with a powerful voice and expressive skills refined in New York, this artist blends a modern taste distinct from a laid-back style yet deeply rooted in […]

  • Greater Annapolis Ballet Presents: Playlist En Pointe

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

    Classical ballet meets the songs you know and love. Walk the red carpet. Explore pre-show experiences. Take your seat as GAB's dancers bring your favorite music to life through ballet […]

    $17

  • The Samples w/ Kieran Lally

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

    38 years after starting his full-fledged music career with The Samples, Sean Kelly continues to delight fans with music that transcends genres, age, and shatters the rules of the established […]

  • Musical Theatre Kids Workshop

    Musical Theatre Kids Workshop

    This workshop includes foundational musical theatre skills like voice, movement, stage direction, and physical awareness, along with acting and performance techniques. The curriculum aims to build confidence, concentration, imagination, and […]

    $165.00

  • When the Call Came: Civilians and the Maryland Flying Camp

    Hogshead 43 Pinkney Street, Annapolis, MD, United States

    Marylanders organized a rapid-response militia to defend liberty during the early days of the American Revolution. Known as the Maryland Flying Camp, this force was more than a military unit; […]

    $5

  • jackrabbit. feat Dermot Mulroney & Kieran Mulroney

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

    jackrabbit. is the Americana-tinged country band co-led by actor-musicians Dermot Mulroney and his brother Kieran Mulroney. Cowriting and performing together, the brothers blend twangy guitars, layered harmonies, and emotion-rich lyrical […]

  • Dancing Through Life!

    Mount Saint Joseph High School 4403 Frederick Ave., Baltimore, MD, United States

    Susan Ina Academy of Performing Arts presents Dancing Through Life! Join us for a journey through the best and brightest moments in life, featuring the studio's full roster of students […]

    $18

  • Mermaid Storytime & Wish Ceremony

    Annapolis Friends Meeting 351 Dubois Rd., Annapolis, MD, United States

    A calm, magical storytime with a real mermaid—designed for little ones who still believe. Promotional images by: Sarah James Photography. ✨ A Magical, Intimate Mermaid Experience ✨ Meet a real […]

    $50 – $60

  • Blue Moon Art Market and Gallery Opening at AND Creative Gallery

    ArtFarm Annapolis 111 Chinquapin Round Rd., Suite 200, Maryland +1 more

    Once in a blue moon, the wild things come out. Join us on the evening of May 30th (5-8pm) as AND Creative Gallery presents a new exhibition timed to one […]

    Free

  • Cowboy Mouth

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

    “Let it go, let it go, let it go/When the world is coming down on me/I let it go…” Thirty years, half a million albums, thousands of concerts and headlining […]

  • Paint Annapolis

    Now in our 26th year, Paint Annapolis brings over 110 artists for a week of painting out on the streets of our beautiful historic city. Paint Annapolis, hosted by MFA is a unique painting event that brings thousands of artists and art lovers to Annapolis the first week of June, and puts international professional visual artists from the US, Canada, and Europe in the streets of Annapolis and Anne Arundel County.

  • MFA’s Paint Annapolis 2026

    Circle Gallery 18 State Circle, Annapolis, MD, United States

    Now in our 25th year, Paint Annapolis brings over 110 artists for a week of painting out on the streets of our beautiful historic city. Paint Annapolis, hosted by MFA […]

    Varies