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  • 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

  • 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 […]

  • First Exposure

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

    Have a digital camera you don't know how to use? Want to brush up on your photography skills? Join photographer Kaitlyn McQuaid for "First Exposure," a 4-week digital photography workshop […]

    $225

  • ASO Presents Shostakovich No. 5

    Jospeh Meyerhoff Symphony Hall 1212 Cathedral Street, Baltimore, MD, United States

    Join the Annapolis Symphony Orchestra and Conductor José-Luis Novo for their debut performance at Joseph Meyerhoff Symphony Hall. The Annapolis Symphony Academy Orion Youth Orchestra opens the concert, performing side-by-side […]

  • Adult Irish Dance – Tuesdays: Ages 15+

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

    Tuesdays, 11:00am-12:00pm, 6/2/26-6/30/26, Room 302, Price: $82.80 Have you always wanted to try Irish dance or are looking to get back into it after some time off? This Teen/Adult Irish […]

    $82.80

  • MFA Paint Annapolis: Paint the Bay Reception

    Annapolis Maritime Museum 723 Second Street, Annapolis, Maryland

    Come see some of the Juried Artists’ first works featuring the lovely Chesapeake on display and for sale, and enjoy wine and hors d’oeuvres at the “Paint the Bay” reception […]

    Free

  • PRS Eightlock w/ Band of a Thousand Names

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

    Paul Reed Smith Eightlock VI is a band of high-level musicians who are friends and have, “locked”together, recording and performing a new kind of groove with its roots in Baltimore […]

  • Adult Irish Dance – Wednesdays: Ages 15+

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

    Wednesdays, 6:00-7:00pm, 6/3/26-7/1/26, Room 302, Price: $82.80 (S26SW02) Have you always wanted to try Irish dance or are looking to get back into it after some time off? This Teen/Adult […]

    $82.80

  • Soul Line Dance: 6pm, Beginner Friendly

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

    Wednesdays, 6:00-7:00pm, 6/3/26-7/8/26, Room 102, Price $128.34 (S26DMW01) No experience necessary! Soul Line Dance is a choreographed, repeated sequence of steps to music. Often referred to as "exercise in disguise", […]

    $128.34