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  • GA-20 and Black Joe Lewis & The Honeybears

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

    GA-20 has been leading the revival of traditional Blues since 2018, blending raw electric Blues with Rock 'n' Roll and Country influences. Founded by guitarist Matthew Stubbs (a longtime sideman of Charlie Musselwhite), the Boston-based trio—featuring guitarist/vocalist Cody Nilsen and drummer Josh Kiggans—channels the gritty spirit of legends like Hound Dog Taylor, Howlin’ Wolf, and […]

    $35 – $40

  • Printed In History: 260 Years of the Fatal Stamp Act

    Hogshead 43 Pinkney Street, Annapolis, MD, United States

    Step into the world of colonial printers and uncover the powerful protest against “The Fatal Stamp”. Discover why the Stamp Act of 1765 ignited outrage across the colonies and how printers played a key role in spreading revolutionary ideas. Visitors can create their own edition of the Maryland Gazette and emboss it with a “fatal […]

    Free
  • Children’s Theatre of Annapolis presents WEST SIDE STORY

    Children’s Theatre of Annapolis presents WEST SIDE STORY

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

    Shakespeare’s Romeo and Juliet is transported to modern-day New York City as two young, idealistic lovers find themselves caught between warring street gangs, the “American” Jets and the Puerto Rican Sharks. Their struggle to survive in a world of hate, violence and prejudice is one of the most innovative, heart-wrenching and relevant musical dramas of […]

    Free – $65
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26
  • Annie at Compass Rose Theater

    Annie at Compass Rose Theater

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    ANNIE September 19—October 26, 2025 Fridays at 8:00, Saturdays at 2:00 (and some at 7:00), Sundays at 2:00 (extended run to October 26; check the website). Join little orphan Annie and her lovable dog Sandy in this timeless musical filled with heart, humor, and songs like “Tomorrow” and “It’s the Hard Knock Life.” Directed by […]

    $15 – $55
  • Children’s Theatre of Annapolis presents WEST SIDE STORY

    Children’s Theatre of Annapolis presents WEST SIDE STORY

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

    Shakespeare’s Romeo and Juliet is transported to modern-day New York City as two young, idealistic lovers find themselves caught between warring street gangs, the “American” Jets and the Puerto Rican Sharks. Their struggle to survive in a world of hate, violence and prejudice is one of the most innovative, heart-wrenching and relevant musical dramas of […]

    Free – $65
  • Children’s Theatre of Annapolis presents WEST SIDE STORY

    Children’s Theatre of Annapolis presents WEST SIDE STORY

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

    Shakespeare’s Romeo and Juliet is transported to modern-day New York City as two young, idealistic lovers find themselves caught between warring street gangs, the “American” Jets and the Puerto Rican Sharks. Their struggle to survive in a world of hate, violence and prejudice is one of the most innovative, heart-wrenching and relevant musical dramas of […]

    Free – $65
  • Kinder Theater

    Kinder Theater

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Kinder Theater – Vacation Imagination! Suggested Ages 4 - 7 Saturdays 11:00 am-12:00 pm Class Dates: 9/27/25 – 11/22/25 Embark on a magical journey with Kinder Theater! Guided by their vivid imaginations, young actors will set sail for new destinations in every class. From exploring lush jungles to sailing the seven seas and even blasting […]

    $20
  • Children’s Theatre of Annapolis presents WEST SIDE STORY

    Children’s Theatre of Annapolis presents WEST SIDE STORY

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

    Shakespeare’s Romeo and Juliet is transported to modern-day New York City as two young, idealistic lovers find themselves caught between warring street gangs, the “American” Jets and the Puerto Rican Sharks. Their struggle to survive in a world of hate, violence and prejudice is one of the most innovative, heart-wrenching and relevant musical dramas of […]

    Free – $65
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26
  • Children’s Theatre of Annapolis presents WEST SIDE STORY

    Children’s Theatre of Annapolis presents WEST SIDE STORY

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

    Shakespeare’s Romeo and Juliet is transported to modern-day New York City as two young, idealistic lovers find themselves caught between warring street gangs, the “American” Jets and the Puerto Rican Sharks. Their struggle to survive in a world of hate, violence and prejudice is one of the most innovative, heart-wrenching and relevant musical dramas of […]

    Free – $65

  • SONS OF PIRATES / THE BIG BUFFETT BEACH BAND

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

    MARYLAND CONCERT SERIES Live Concerts, Music, Plays, Stage Shows & More... ALL MCS SHOWS ARE HELD AT THE CHESAPEAKE ARTS CENTER 194 Hammonds Lane • Brooklyn Park, MD 21225 OCTOBER 26, 2025 - SUNDAY - 3:00 PM SONS OF PIRATES / THE BIG BUFFETT BEACH BAND This large band with horns, percussion, drums, bass, keyboards, and […]

    $10 – $25
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26
  • Shrek The Musical KIDS at CTA

    Shrek The Musical KIDS at CTA

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

    MUSICAL THEATRE PRODUCTION WORKSHOPS Beauty is in the eye of the ogre in DreamWorks Theatricals Shrek The Musical KIDS, based on the Oscar-winning DreamWorks Animation film and fantastic Broadway musical. It’s a “big bright beautiful world” as everyone’s favorite ogre, Shrek, leads a cast of fairytale misfits on an adventure to rescue a princess and find true […]

    $415.00
  • Fairytales on Stage

    Fairytales on Stage

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Fairytales on Stage Tuesdays 4:30-5:30 pm Ages 5-11  Class Dates: 10/14/25 – 12/09/25 (No Class 11/25) ​​Step into the enchanting world of fairytales (of their own creation) with our immersive ensemble theater program! Join us on a magical journey where classic and contemporary fantasy tales come to life on stage, fueled by the boundless creativity […]

    $20
  • Musical Theater Classes

    Musical Theater Classes

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Musical Theater   Tuesdays 5:30-6:30 pm Class Dates: 10/14/25 – 12/9 Ages 10+ 🎭 Join Our Musical Theater Class – Where Kids Shine On Stage! 🎶 Does your child love to sing, act, or perform? Our Musical Theater class is the perfect place for young performers to build confidence, creativity, and stage skills — all while […]

    $20

  • Maryland Concert Series Presents… JOSH CHRISTINA and the REVIVALS

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

    Josh Christina and the Revivals is a high-energy rock and roll band paying tribute to the musical journey of rock and roll piano. The band covers everything from Jerry Lee Lewis to Elton John, Ray Charles to Billy Joel, and more. They are fronted on keys and lead vocals by Josh Christina, and the Revivals […]

    $10 – $25
  • Create a Play

    Create a Play

    Compass Rose Theater at Maryland Hall 801 Chase St., Third Floor, Annapolis, MD, United States

    Create A Play Wednesdays 5:30-6:30 pm Ages 6-11 Class Dates: 10/15/25 – 12/10/25   ​​Attention, young drama kids, playwrights, directors, and actors! Are you ready to embark on a thrilling adventure in the theater? Join our exciting "Create a Play" class designed just for you! In this dynamic program, students become the architects of their own […]

    $20
  • Shrek The Musical KIDS at CTA

    Shrek The Musical KIDS at CTA (Wednesdays)

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

    MUSICAL THEATRE PRODUCTION WORKSHOPS Beauty is in the eye of the ogre in DreamWorks Theatricals Shrek The Musical KIDS, based on the Oscar-winning DreamWorks Animation film and fantastic Broadway musical. It’s a “big bright beautiful world” as everyone’s favorite ogre, Shrek, leads a cast of fairytale misfits on an adventure to rescue a princess and find true […]

    $415.00
  • CP presents Dracula: A Comedy of Terrors

    CP presents Dracula: A Comedy of Terrors

    The Colonial Players of Annapolis 108 East Street, Annapolis, Maryland

    In the treacherous mountains of Transylvania, a meek English real estate agent takes a harrowing journey to meet a new and mysterious client, who also just happens to be the most terrifying and ferocious monster the world has ever known: Count Dracula! As famed female vampire hunter Jean Van Helsing and company chase Drac from […]

    $26