• 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 […]

  • Water, Water on the Wall at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    Water, Water on the Wall at The Galleries at Quiet Waters with Artists Annette Uroskie and Joan Machinchick Both the Willow and the Garden galleries will hold the watercolor works […]

  • 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
  • MFA’s Paint Annapolis: Dueling Brushes

    222 Severn Ave 222 Severn Ave, Annapolis, United States

    Stamping for Dueling Brushes ONLY will be at Circle Gallery from 8 – 8:45 AM. Painting will be from 9 – 11 AM. Artists must be set up at 222 […]

  • Yoga in the Gallery

    Yoga in the Gallery
    ArtFarm Annapolis 111 Chinquapin Round Rd., Suite 200, Maryland

    AND Relax… Yoga Series Sundays | 9:30 AM | AND Creative Gallery Come as you are, leave inspired — AND Relax is your monthly gallery-inspired yoga series designed to move your body, spark […]

    $20 – $398.07
  • Water, Water on the Wall at The Galleries at Quiet Waters

    The Galleries at Quiet Waters Park 600 Quiet Waters Park Road, Annapolis, Maryland

    Water, Water on the Wall at The Galleries at Quiet Waters with Artists Annette Uroskie and Joan Machinchick Both the Willow and the Garden galleries will hold the watercolor works […]

  • Pablo Cruise

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

    In 1975, Pablo Cruise released its first A&M album simply entitled Pablo Cruise. The album cover was shot in the tropical gardens of San Francisco’s Golden Gate Park, and it […]