• 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 from our tiniest two-year-olds to our stunning senior teens, all the way up to our talented dancing adults.  With two completely different shows, one in […]

    $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 mermaid in a calm, storybook setting designed just for young children. Join Mermaid Carissa for a one-of-a-kind storytime created especially for preschool and early elementary […]

    $50 – $60
  • Annapolis Symphony Orchestra Makes Meyerhoff Debut with Dimitri Shostakovich’s Gripping Symphony No. 5

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

    Maestro José-Luis Novo Leads a Historic One-Night Performance at Joseph Meyerhoff Symphony Hall on June 1, 2026, at 8 pm  The Annapolis Symphony Orchestra (ASO) makes its debut at Joseph Meyerhoff Symphony Hall on Monday, June 1, 2026, at 8:00 PM, with a landmark program led by Artistic Director and Conductor José-Luis Novo. The concert […]

    $31 – $119
  • Classic Theatre of Maryland presents TARTUFFE in the outdoor courtyard at Reynolds Tavern

    Reynolds Tavern 7 Church Circle, Annapolis, MD, United States

    Join Classic Theatre of Maryland in the charming outdoor Courtyard at Reynolds Tavern for Molière’s timeless comedy Tartuffe, directed by Sally Boyett.  This hilarious satire of hypocrisy, greed, and blind faith brings mistaken identities and clever schemes to life under the stars, promising laughter and delight for audiences of all ages.  Enjoy professional theatre under […]

    $58 – $85
  • The Complete Works of William Shakespeare (abridged)

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    The Complete Works of William Shakespeare (abridged) Written by Adam Long, Daniel Singer, and Jess Winfield Directed by Robin Schwartz Tickets: www.ptcshows.org Performance Dates at Live Arts Studio, Annapolis Mall: Friday, June 5- 7:00pm Sunday, June 7- 1:00pm and 4:00pm Saturday, June 13- 4:00pm and 7:00pm Sunday, June 14- 1:00pm and 4:00pm SPECIAL PRESENTATION: Saturday, […]

    $20
  • The Complete Works of William Shakespeare (abridged)

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    The Complete Works of William Shakespeare (abridged) Written by Adam Long, Daniel Singer, and Jess Winfield Directed by Robin Schwartz Tickets: www.ptcshows.org Performance Dates at Live Arts Studio, Annapolis Mall: Friday, June 5- 7:00pm Sunday, June 7- 1:00pm and 4:00pm Saturday, June 13- 4:00pm and 7:00pm Sunday, June 14- 1:00pm and 4:00pm SPECIAL PRESENTATION: Saturday, […]

    $20
  • Quiet Waters Park Fairy House Festival Opening Event

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

    June 6 – June 28, 2026 Clap if you believe . . . Quiet Waters Park and the Friends of Quiet Waters Park Sculpture Committee are, by popular demand, again hosting  this year’s Fairy House Festival!  Residents of Anne Arundel County create and submit a Fairy House made of materials found in nature to be […]

    $8
  • American Voices: United Through Song

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

    Naptown Philharmonic Orchestra's season finale will feature renowned pianist, Thomas Pandolfi, playing Gershwin's Piano Concerto in F, along with the inaugural performance of the NPO Chorus, directed by Jeanne Kelley.  The combined orchestra and chorus will showcase American Music and celebrate America's 250th birthday.  Selections include "Stomp Your Foot" (Copland), "Porgy and Bess" (Gershwin), "America […]

    $25
  • The Complete Works of William Shakespeare (abridged)

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    The Complete Works of William Shakespeare (abridged) Written by Adam Long, Daniel Singer, and Jess Winfield Directed by Robin Schwartz Tickets: www.ptcshows.org Performance Dates at Live Arts Studio, Annapolis Mall: Friday, June 5- 7:00pm Sunday, June 7- 1:00pm and 4:00pm Saturday, June 13- 4:00pm and 7:00pm Sunday, June 14- 1:00pm and 4:00pm SPECIAL PRESENTATION: Saturday, […]

    $20
  • Expressions of Love: Annapolis Opera in the Paca Garden

    William Paca House and Garden 186 Prince George Street, Annapolis, MD, United States

    Join us in the Paca Garden as Annapolis Opera explores the many expressions of love in Opera! Featuring music by Gluck, Mozart, Verdi, and more, this program moves gracefully between sparkling comic moments and deeply felt lyricism. Through a blend of solos and duets, this musical jouney unfolds as in a celebration of connection, storytelling, and the joy of voices coming together […]

    $2 – $30
  • Expressions of Love: Annapolis Opera in the Paca Garden

    Historic Annapolis - William Paca House & Garden 186 Prince George Street, Annapolis, Maryland

    Join us in the Paca Garden as Annapolis Opera explores the many expressions of love in Opera! Featuring music by Gluck, Mozart, Verdi, and more, this program moves gracefully between sparkling comic moments and deeply felt lyricism. Through a blend of solos and duets, this musical journey unfolds as in a celebration of connection, storytelling, […]

    $25 – $30
  • Classic Theatre of Maryland presents TARTUFFE in the outdoor courtyard at Reynolds Tavern

    Reynolds Tavern 7 Church Circle, Annapolis, MD, United States

    Join Classic Theatre of Maryland in the charming outdoor Courtyard at Reynolds Tavern for Molière’s timeless comedy Tartuffe, directed by Sally Boyett.  This hilarious satire of hypocrisy, greed, and blind faith brings mistaken identities and clever schemes to life under the stars, promising laughter and delight for audiences of all ages.  Enjoy professional theatre under […]

    $58 – $85
  • June Art Walk: Featuring Jill Basham

    McBride Gallery 215 Main Street, Annapolis, MD, United States

    It’s Arts Month in Anne Arundel County and Arts Week here in the City of Annapolis! Jill Basham is our Featured artist for the month of June. She will conduct a live demonstration of her oil painting concepts and techniques during the ArtWalk from 6-8pm. Come see her new body of work on exhibit and […]

  • Compass Rose Performance

    Compass Rose Performance
    Downtown Annapolis

    Compass Rose Theater will be performing on West Street at the Main stage at 2 and 4 PM during the 2026 Arts Annapolis event. The event will include all practices of art, culture, music, and entertainment. Compass Rose will perform some of its greatest hits over its 15-year history in Annapolis.

    Free
  • Compass Rose Performance

    Compass Rose Performance
    Downtown Annapolis

    Compass Rose Theater will be performing on West Street at the Main stage at 2 and 4 PM during the 2026 Arts Annapolis event. The event will include all practices of art, culture, music, and entertainment. Compass Rose will perform some of its greatest hits over its 15-year history in Annapolis.

    Free
  • The Complete Works of William Shakespeare (abridged)

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    The Complete Works of William Shakespeare (abridged) Written by Adam Long, Daniel Singer, and Jess Winfield Directed by Robin Schwartz Tickets: www.ptcshows.org Performance Dates at Live Arts Studio, Annapolis Mall: Friday, June 5- 7:00pm Sunday, June 7- 1:00pm and 4:00pm Saturday, June 13- 4:00pm and 7:00pm Sunday, June 14- 1:00pm and 4:00pm SPECIAL PRESENTATION: Saturday, […]

    $20
  • We Are the Queerdos, Mister! A Burlesque Tribute to Queer Icons

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

    Tippitywitchet Productions is celebrating Pride with a tribute to queer icons! On Saturday, June 13 join us at ArtFarm for the gayest burlesque and variety you'll ever see in Annapolis. Queerdos taking the stage include: Evie Vixen, The Goetic Prince, London St. Juniper, Mary Muse, Orion St. Michael, Rivie Wiles, and Wren O'Pauls! Doors are […]

    $20 – $40
  • The Complete Works of William Shakespeare (abridged)

    Live Arts Studio 2002 Annapolis Mall Suite 1700, Annapolis, Maryland

    The Complete Works of William Shakespeare (abridged) Written by Adam Long, Daniel Singer, and Jess Winfield Directed by Robin Schwartz Tickets: www.ptcshows.org Performance Dates at Live Arts Studio, Annapolis Mall: Friday, June 5- 7:00pm Sunday, June 7- 1:00pm and 4:00pm Saturday, June 13- 4:00pm and 7:00pm Sunday, June 14- 1:00pm and 4:00pm SPECIAL PRESENTATION: Saturday, […]

    $20
  • Classic Theatre of Maryland presents The Best of Broadway

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

    Experience the magic of the Great White Way in Classic Theatre of Maryland's dazzling cabaret featuring show-stopping hits from Broadway’s most beloved musicals. From timeless ballads to unforgettable ensemble numbers, The Best of Broadway is a joyous celebration of song, story, and the spirit of the stage. Accompanied by the Unified Jazz Ensemble. SEATING: Our […]

    $78 – $85